Analyzing the synthesis route of Chloromethyl acetate

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 625-56-9, name is Chloromethyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Chloromethyl acetate

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 625-56-9, name is Chloromethyl acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of Chloromethyl acetate

To a suspension of 3- (3, 5-dimethyl-IH-pyrrol-2-ylmethylene)-1, 3-dihydro-indol-2-one (2. 02 g, 8.5 mmoles) and Cs2C03 (11.05 g, 34 mmoles) in CH3CN (200 mL) was added acetic acid chloromethyl ester (3.3 mL, 34 mmoles). The reaction mixture was heated at 40C and left under stirring overnight. The reaction evolution was followed by LC/MS. The mixture was then concentrated in vacuo together with silica gel. The residue was purified by chromatography using a gradient of petroleum ether/ethyl acetate from 85: 15 to 50: 50, furnishing the title compound (488 mg, 19% yield) as a deep orange solid. 1H-NMR (DMSO-d6, Z isomer) 8 13.01 (s, lH), 7.81 (d, lH), 7.65 (s, lH), 7.26-7. 05 (m, 3H), 6.07 (d, lH), 5.89 (s, 2H), 2.35 (s, 3H), 2.33 (s, 3H), 2.04 (s, 3H).

The synthetic route of 625-56-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEO PHARMA A/S; WO2005/58309; (2005); A1;,
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Sources of common compounds: Ethyl 3-methoxybenzoate

Synthetic Route of 10259-22-0,Some common heterocyclic compound, 10259-22-0, name is Ethyl 3-methoxybenzoate, molecular formula is C10H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthetic Route of 10259-22-0,Some common heterocyclic compound, 10259-22-0, name is Ethyl 3-methoxybenzoate, molecular formula is C10H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a stirred solution of 1a (0.15 g, 1.0 mmol) in THF (8 mL) at -78 C was added n-BuLi (1.6 M in hexane; 2.0 mmol) dropwise.The temperature was gradually raised to 0 C and stirring was continued for 1.5 h. The mixture was cooled again to -78 C and ethyl benzoate (0.15 g, 1.0 mmol) was added dropwise. After the temperature was gradually raised to 0 C, saturated aqueous NH4Cl (20 mL) was added and the mixture was extracted with AcOEt (3 × 15 mL). The combined extracts were washed with brine (20 mL), dried (Na2SO4), and concentrated by evaporation. The residue was purified by column chromatography on SiO2(AcOEt/hexane 1:5) to afford 3a (0.16 g, 63%); a yellow solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-methoxybenzoate, its application will become more common.

Reference:
Article; Kobayashi, Kazuhiro; Fujiwara, Daiki; Nozaki, Kazuma; Nogi, Takashi; Heterocycles; vol. 96; 9; (2018); p. 1610 – 1621;,
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Introduction of a new synthetic route about 3697-68-5

Some common heterocyclic compound, 3697-68-5, name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, molecular formula is C7H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate

Some common heterocyclic compound, 3697-68-5, name is Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate, molecular formula is C7H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of Ethyl 1-(hydroxymethyl)cyclopropanecarboxylate

In a three-necked flask fitted with thermometer, dropping funnel and gas exhaust, 7.39 g (58.19 mmol) of oxalyl chloride were initially charged in 116 ml of abs. dichloromethane at -78 C. 9.08 g (116.38 mmol) of dimethyl sulphoxide, dissolved in 8 ml of abs. dichloromethane, were then slowly added dropwise (careful: intensive evolution of gas), with the internal temperature being kept between -70 C. and -78 C. The reaction mixture was stirred at -78 C. for another 5 min 7.63 g (52.90 mmol) of ethyl 1-(hydroxymethyl)cyclopropanecarboxylate (described in M. H. Parker et al. U.S. Pat. Appl. Publ., 20120053146), dissolved in 196 ml of abs. dichloromethane, were then slowly added dropwise, with the internal temperature being kept between -70 C. and -78 C. The reaction mixture was stirred at -78 C. for another 10 min 26.72 g (264.51 mmol) of triethylamine were then slowly added dropwise, with the internal temperature being kept between -70 C. and -78 C. The reaction mixture was stirred at -78 C. for another 10 min and then warmed to RT over 2 h. The mixture was diluted with 700 ml of methyl tert-butyl ether, the precipitate was filtered off and the filtrate was concentrated at 30 C. and 100 mbar. The residue was purified by flash chromatography (mobile phase: dichloromethane). This gave 7.30 g (97% of theory, purity about 95% according to NMR) of the title compound. (0307) 1H NMR (500 MHz, CDCl3): delta [ppm]=1.32 (t, 3H), 1.58-1.63 (m, 2H), 1.65-1.70 (m, 2H), 4.28 (q, 2H), 10.41 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3697-68-5, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; GROMOV, Alexey; FOLLMANN, Markus; BROCKSCHNIEDER, Damian; STASCH, Johannes-Peter; MARQUARDT, Tobias; TERSTEEGEN, Adrian; WUNDER, Frank; REDLICH, Gorden; LANG, Dieter; LI, Volkhart Min-Jian; (46 pag.)US2016/145271; (2016); A1;,
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New downstream synthetic route of Methyl 2-(2-chloroethoxy)acetate

Reference of 83881-47-4, These common heterocyclic compound, 83881-47-4, name is Methyl 2-(2-chloroethoxy)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Reference of 83881-47-4, These common heterocyclic compound, 83881-47-4, name is Methyl 2-(2-chloroethoxy)acetate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Alkylation of 2-Fluoro-5-nitro-phenylamine with (2-Chloro-ethoxy)-acetic acid methyl ester in an inert solvent in the presence of base will give [2-(2-Fluoro-5-nitro-phenylamino)-ethoxy]-acetic acid methyl ester.

The synthetic route of 83881-47-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Drug Innovation & Design, Inc.; US2003/138432; (2003); A1;,
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New learning discoveries about C8H15BrO2

Related Products of 110661-91-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 110661-91-1, name is tert-Butyl 4-bromobutanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Related Products of 110661-91-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 110661-91-1, name is tert-Butyl 4-bromobutanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 15 Synthetic Scheme A: Compounds 305, 298, 299, 300, 301, 302, and 303 tert-Butyl 4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)butanoate (1). To a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (209.12 mg, 0.95 mmol) and tert-butyl 4-bromobutanoate (212 mg, 0.95 mmol) in N,N-Dimethylformamide (2 mL) was added Cs2CO3 (402.47 mg, 1.24 mmol). Reaction mixture was heated at 65 C. for 12 hours (overnight) . By TLC small amounts of starting material (Hex:AcOEt, 7:3). Crude product was purified by flash CC (SiO2-25 g, Hex:AcOEt, gradient 9:1 to 4:6) to give 198 mg (57% yield) of product as an oil: 1H NMR (500 MHz, DMSO-d6) delta 7.59 (d, J=8.2 Hz, 2H), 6.91 (d, J=7.9 Hz, 2H), 3.99 (t, J=6.3 Hz, 2H), 2.35 (t, J=7.3 Hz, 2H), 1.92 (p, J=6.7 Hz, 2H), 1.39 (s, 9H), 1.27 (s, 12H). 13C NMR (101 MHz, dmso) delta 172.25, 161.56, 136.66, 114.37, 83.77, 80.12, 66.81, 31.72, 28.20, 25.12, 24.71. LC-MS (ESI); m/z [M+Na]+: Calcd. for C20H31BO5Na, 385.2162. Found 385.2194.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 4-bromobutanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arvinas, Inc.; Yale University; Crew, Andrew P.; Hornberger, Keith R.; Wang, Jing; Dong, Hanqing; Qian, Yimin; Crews, Craig M.; Jaime-Figueroa, Saul; (628 pag.)US2018/179183; (2018); A1;,
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Share a compound : Methyl 3-amino-4-(methylamino)benzoate

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H12N2O2

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 66315-16-0, name is Methyl 3-amino-4-(methylamino)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C9H12N2O2

Methyl 3-amino-4-(methylamino)benzoate (0.49 g, 2.75 mmol) in DMF (5 ml) was added to a solution of 4-benzyloxybenzoic acid (0.62 g, 2.75 mmol) in DMF (4 ml) at 0 C. Subsequently, HOAt (0.4 g, 3.0 mmol) and WSCI-HCl (0.58 g, 3.0 mmol) were added to the former solution at 0 C and stirred at 20 C for 15 h. The reaction mixture was quenched with sat. NH4Cl and extracted with CH2Cl2. The combined extracts were washed with H2O and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by the silica gel column chromatography to give 2-1 in 58% yield.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 66315-16-0.

Reference:
Article; Fujimori, Ko; Iguchi, Yusuke; Yamashita, Yukiko; Gohda, Keigo; Teno, Naoki; Molecules; vol. 24; 22; (2019);,
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Sources of common compounds: 335599-07-0

Synthetic Route of 335599-07-0,Some common heterocyclic compound, 335599-07-0, name is Ethyl 3-oxa-bicyclo[3.1.0]hexane-6-carboxylate, molecular formula is C8H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthetic Route of 335599-07-0,Some common heterocyclic compound, 335599-07-0, name is Ethyl 3-oxa-bicyclo[3.1.0]hexane-6-carboxylate, molecular formula is C8H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(3-Oxa-bicyclo[3.1.0]hex-6-yl)-methanol (56)-A 1M solution of LiAlH4 in THF (16.77 mL, 16.77 mmol) was cooled in an ice-water/acetone bath and a solution of 56 (2.62 g, 16.77 mmol) in THF (25 mL) was added slowly with stirring. The reaction was warmed to RT over 30 min and stirred for 1 h. The reaction was quenched by slow portionwise addition of 4.8 g of Na2SO4.10H2O, Stirring was continued for additional 1 h after the vigorous reaction subsided. MgSO4 was added and solids were removed by filtration, rinsed with fresh THF and solvents evaporated. The residue was purified by SiO2 chromatography eluting with an EtOAc/hexane gradient (0 to 50% EtOAc) to afford 0.98 g (51.3%) of 56 as a colorless liquid.

The synthetic route of 335599-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rotstein, David Mark; Melville, Chris Richard; US2008/249087; (2008); A1;,
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New learning discoveries about 17100-63-9

17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 17100-63-9

17100-63-9, name is Methyl 4-bromo-3-methoxybenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 17100-63-9

To a stirred solution of methyl 4-bromo-3-methoxybenzoate (11.2 g) in THF (130 mL), methanol (45 mL) and water (45 mL) was added a 1 M solution of lithium hydroxide in water (140 mL). The mixture was stirred at room temperature for 1 h. The solvent was removed in vacuum. Water was added and 1 N hydrochloric acid was added with ice bath cooling until pH 4 was reached. The precipitated solid was collected by filtration, washed with water and dried in vacuum to give 10.1 g of the title compound, that was used without further purification. 1H-NMR (300MHz, DMSO-d6): delta [ppm]= 3.87 (s, 3H), 7.42 (dd, 1 H), 7.50 (d, 1 H), 7.68 (d, 1 H), 13.21 (br. s., 1 H).

The synthetic route of 17100-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; BRUENING, Michael; WO2013/87579; (2013); A1;,
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Extracurricular laboratory: Synthetic route of C8H6BrFO2

Related Products of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Related Products of 57381-59-6, These common heterocyclic compound, 57381-59-6, name is Methyl 5-bromo-2-fluorobenzoate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Compound 46b (24.00 g, 102.99 mmol) was dissolved in methanol (300 mL), and N,N-dimethylformamide (100 mL), triethylamine (100 mL), and [1,1-bis(diphenylphosphino)ferrocene]dichloropalladium (12.62g, 15.45 mmol) were added. The reaction mixture was stirred under a carbon monoxide atmosphere (50 psi) for 16 hr at 80 C, filtered, concentrated under reduced pressure, and extracted with ethyl acetate (500 mL×2). The organic phases were combined, dried, concentrated under reduced pressure to dryness, and purified by silica gel column chromatography (petroleum ether/ethyl acetate=100-0%), to give Compound 46c (11.00 g). 1H NMR (400 Hz, CDCl3) delta 3.95(s, 3H), 3.97(s, 3H), 7.20-7.24 (m, 1H), 8.21-8.23 (m, 1H), 8.63-8.65 (m, 1H). MS-ESI calculated value [M+ H]+ 213, measured value 213.

The synthetic route of 57381-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chia Tai Tianqing Pharmaceutical Group Co., Ltd.; Medshine Discovery Inc.; YAO, Yuanshan; CHEN, Bin; CHEN, Yuan; LI, Ao; XU, Ran; HUANG, Zhensheng; TIAN, Dongdong; LI, Hongwei; YANG, Chengshuai; LI, Jian; CHEN, Shuhui; (102 pag.)EP3489233; (2019); A1;,
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The important role of Ethyl 3,4-diaminobenzoate

Application of 37466-90-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 37466-90-3, name is Ethyl 3,4-diaminobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Application of 37466-90-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 37466-90-3, name is Ethyl 3,4-diaminobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The mixture of ethyl 3,4-diaminobenzoate 19 (1 eq., 27.7 mmol) and appropriate benzoic acid (1 eq.,27.7 mmol) and 20 mL of polyphosphoric acid was heated at 140 C for 3 h. Warm reaction mixture was poured onto ice covered with excess of solid NaHCO3 and then 60 mL of AcOEt were added. Aqueous phase was extracted with AcOEt (4×70 mL). Extracts were dried over Na2SO4 and concentrated. The crude product was purified by chromatography on silica gel (eluent heptane/AcOEt, 0-60 % or CHCl3/MeOH 0-5 %).

The chemical industry reduces the impact on the environment during synthesis Ethyl 3,4-diaminobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Moszczy?ski-P?tkowski, Rafa?; Majer, Jakub; Borkowska, Ma?gorzata; Bojarski, ?ukasz; Janowska, Sylwia; Mat?oka, Miko?aj; Stefaniak, Filip; Smuga, Damian; Bazyd?o, Katarzyna; Dubiel, Krzysztof; Wieczorek, Maciej; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 96 – 116;,
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