The origin of a common compound about 20372-66-1

The synthetic route of Methyl 2,4,5-trifluorobenzoate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 20372-66-1, name is Methyl 2,4,5-trifluorobenzoate, 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. HPLC of Formula: C8H5F3O2

To a solution of 5-chloro-[1,1?-biphenyl]-2-ol (5.0 g, 24.4 mmol) in anhydrous dimethyl sulfoxide (50 mL) was added potassium carbonate (5.1 g, 36.6 mmol) and methyl 2,4,5-trifluorobenzoate (4.4 g, 24.4 mmol) and the reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was partitioned between ethyl acetate (400 mL) and water (100 mL), and the organic phase washed with water (50 mL x 2), brine (50 mL); dried over anhydrous sodium sulfateand concentrated in vacuo to yield the title compound as a colorless foam (8.9 g, quant. yield): ?HNMR (300 MHz, CDC13) oe 7.61 (dd, J = 10.9, 6.6 Hz, 1H), 7.48-7.42 (m, 3H), 7.37-7.26 (m, 4H), 7.05 (d, J = 8.6 Hz, 1H), 6.39 (dd, J = 11.1, 6.6 Hz, 1H), 3.85 (s, 3H).

The synthetic route of Methyl 2,4,5-trifluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; ANDREZ, Jean-Christophe; BERGERON, Philippe; BICHLER, Paul, Robert; CHOWDHURY, Sultan; DEHNHARDT, Christoph, Martin; FOCKEN, Thilo; GONG, Wei; GRIMWOOD, Michael, Edward; HASAN, Abid; HEMEON, Ivan, William; JIA, Qi; SAFINA, Brian; SUN, Shaoyi; WILSON, Michael, Scott; ZENOVA, Alla, Yurevna; (436 pag.)WO2016/7534; (2016); A1;,
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The origin of a common compound about 3618-04-0

The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 3618-04-0,Some common heterocyclic compound, 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, molecular formula is C9H16O3, 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.

Step 1 : To a stirred solution ethyl 4-hydroxycyclohexanecarboxylate (2.78 g, 16.0 mmol, 1 equiv.) in dry THF (80 mL), was added dropwise lithium aluminum hydride (1 M in THF, 24 mL, 24.0 mmol, 1 .5 equiv.) at 0¡ãC under azote atmosphere. The reaction mixture was warmed to room temperature and stirred for 3h30. The mixture was then cooled to 0¡ãC and water (1 ml_), 15percent aqueous sodium hydroxide (1 mL) and water (3 mL) were successively added. The mixture was allowed to warm to room temperature and stirred overnight. The salts were filtered through a pad of celite and the filtrate was dried over Na2S04 and concentrated under vacuum to yield 4- (hydroxymethyl)cyclohexanol (2.10 g, quant.) as a colorless oil.

The synthetic route of 3618-04-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BCI PHARMA; SURLERAUX, Dominique; AMIABLE, Claire; GUILLON, Remi; (239 pag.)WO2017/191297; (2017); A1;,
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Extracurricular laboratory: Synthetic route of 107947-17-1

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Adding a certain compound to certain chemical reactions, such as: 107947-17-1, name is Methyl 3-bromo-4-chlorobenzoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 107947-17-1, category: esters-buliding-blocks

The compound methyl 4-chloro-3-bromobenzoate 19b (1.2 g, 4.8 mmol), trimethylsilylacetylene (0.95 g, 9.7 mmol), palladium acetate (108 mg, 0.48 mmol), triphenylphosphine (254 mg, 0.97 mmol), cuprous iodide (185 mg, 0.97 mmol) and triethylamine (25 mL) were mixed in a sealed tube, and heated and stirred at 100 C. for 15 hours, after the reaction is completed, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate=10/1), so as to obtain the title product methyl 4-chloro-3-((trimethylsilyl)ethynyl)benzoate 19c (1 g, yellow solid), and the yield was 78%. 1H NMR (400 MHz, CDCl3) delta 8.19 (d, J=2.0 Hz, 1H), 7.91 (dd, J=8.4, 2.1 Hz, 1H), 7.48 (d, J=8.4 Hz, 1H), 3.94 (s, 3H), 0.30 (s, 9H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BEIJING INNOCARE PHARMA TECH CO., LTD.; Chen, Xiangyang; Gao, Yingxiang; Kong, Norman Xianglong; (59 pag.)US2019/210997; (2019); A1;,
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Introduction of a new synthetic route about 4341-76-8

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4341-76-8, its application will become more common.

Some common heterocyclic compound, 4341-76-8, name is Ethyl 2-butynoate, molecular formula is C6H8O2, 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. category: esters-buliding-blocks

To a solution of CuI (1.8 g, 9.6 mmol) and TMEDA (3.6 mL, 24 mmol) in THF (1.0 mL) was added 2-phenylethylmagnesium bromide (0.7 M in THF, 13.7 mL, 9.6 mmol) at -40 C, and the resulting mixture was stirred at -40 C for 30 min. To the mixture was added ethyl 2-butynoate (0.9 g, 8 mmol) at -78 C, and the mixture was stirred at -78 C for 2 h. Saturated NH4Cl aq was added and the mixture was allowed to warm to rt. The resulting slurry was diluted with EtOAc (50 mL) and washed with H2O and brine. The organic layer was separated and dried over MgSO4. Then, the drying agent was removed by filtration, and the resulting solution was evaporated under reduced pressure. The residue was purified by flash chromatography on silica gel (0-10% EtOAc/hexane) provided ethyl (E)-3-methyl-5-phenyl-2-pentenoate (1.7 g, 7.6 mmol) in 95% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4341-76-8, its application will become more common.

Reference:
Article; Hojoh, Kentaro; Shido, Yoshinori; Nagao, Kazunori; Mori, Seiji; Ohmiya, Hirohisa; Sawamura, Masaya; Tetrahedron; vol. 71; 37; (2015); p. 6519 – 6533;,
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Extended knowledge of 13195-64-7

The synthetic route of 13195-64-7 has been constantly updated, and we look forward to future research findings.

Electric Literature of 13195-64-7,Some common heterocyclic compound, 13195-64-7, name is Diisopropyl malonate, molecular formula is C9H16O4, 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.

In 820mmol of sodium hydride as catalyst, 200mmol 440mmol diisopropyl malonate with propargyl bromide was added to 250mLof anhydrous acetonitrile in an ice-water bath with stirring for 8 hours, the product was washed with water, added with ethyl acetate, spin dried under reduced pressure, ethyl acetate: petroleumether = 1: 100 (volume ratio) as eluent column chromatography, the desired product was collected and concentrated to give a white solid product, i.e. compound a-1;

The synthetic route of 13195-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anhui Normal University; Lu, Shuang; Hu, Yimin; (14 pag.)CN105777679; (2016); A;,
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Analyzing the synthesis route of 6290-49-9

The synthetic route of 6290-49-9 has been constantly updated, and we look forward to future research findings.

Application of 6290-49-9, These common heterocyclic compound, 6290-49-9, name is Methyl 2-methoxyacetate, 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.

A mixture of methyl methoxyacetate (52 g, 500 mmol), hydrazine hydrate (30 mL) washeated to reflux for 8 h. Excess hydrazine and water were removed under vacuum. The residuewas extracted with n-butanol, dried with NaaSC^. Excess w-butanol was removed to yield 45g ofhydrazide.

The synthetic route of 6290-49-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AXYS PHARMACEUTICALS; WO2004/108661; (2004); A1;,
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Analyzing the synthesis route of 4341-76-8

The synthetic route of Ethyl 2-butynoate has been constantly updated, and we look forward to future research findings.

Related Products of 4341-76-8, 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. 4341-76-8, name is Ethyl 2-butynoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a two neck rbf was stirred a mixture of Pd(OAc)2 (275 mg,1.22 mmol) and TDMPP (540 mg, 1.22 mmol) in benzene (30 ml)for 15 min at rt under nitrogen. To this mixture was added ethyl-2-butynoate 7 (2.84 ml, 24.48 mmol) and the resulting mixturewas further stirred for 10 min at rt. Next, ethynylbenzene 4a(2.50 g, 24.48 mmol) was added to this solution and the mixturewas stirred for 5-10 min until reaction was completed. Theworkup of reaction was performed by evaporating the solvent invacuum followed by column chromatography (Hexane:EtOAc = 100:1) to give the desired compound 8a (2.62 g);

The synthetic route of Ethyl 2-butynoate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Sarbjit; Goo, Ja-Il; Noh, Hyojin; Lee, Sung Jae; Kim, Myoung Woo; Park, Hyejun; Jalani, Hitesh B.; Lee, Kyeong; Kim, Chunsook; Kim, Won-Ki; Ju, Chung; Choi, Yongseok; Bioorganic and Medicinal Chemistry; vol. 25; 4; (2017); p. 1394 – 1405;,
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Simple exploration of 217314-47-1

The synthetic route of 217314-47-1 has been constantly updated, and we look forward to future research findings.

Application of 217314-47-1, These common heterocyclic compound, 217314-47-1, name is Methyl 3-amino-5-methoxybenzoate, 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.

Aniline 14.4 is treated which sulfonyl chloride 2 to give the corresponding sulfonamide 15.2, which is followed by the treatment of NaH to afford the cyclic sulfonamide 15.3. Basic hydrolysis (LiOH, H20/THF/MeOH) of compound 15.3 gives acid 15.1 as the intermediateds for example 57.

The synthetic route of 217314-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2003/106405; (2003); A1;,
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Some scientific research about 27829-72-7

Statistics shows that Ethyl E-hex-2-enoate is playing an increasingly important role. we look forward to future research findings about 27829-72-7.

Application of 27829-72-7, These common heterocyclic compound, 27829-72-7, name is Ethyl E-hex-2-enoate, 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.

To ester 6 (1.97 g, 14.86 mmol) in 9:1H2O/MeOH (100 mL), NaHSO3 (40percent w/v aqueous solution, 4.33 mL,16.64 mmol) and Et3N (2.31 mL, 16.64 mmol) were added. The resultingmixture was heated at reflux for 18 h. The solvent was removed in vacuo, andthe crude product was purified using flash chromatography (10:90:1 to20:80:1, MeOH/CH2Cl2/AcOH) to give acid 7 in 31percent yield as a yellow gum. dH(400 MHz; D2O): 0.94 (3H, t, J = 7.4 Hz, 6-CH3), 1.30 (18H, t, J = 7.3 Hz,(N(CH2CH3)3)2) 1.39?1.61 (3H, m, 5-CH2, 4-Ha), 1.83?1.92 (1H, m, 4-Hb), 2.56(1H, dd, J = 6.9, 16.1 Hz, 2-Ha), 2.81 (1H, dd, J = 6.4, 16.1 Hz, 2-Hb), 3.22 (12H, q,J = 7.5 Hz, (N(CH2CH3)3)2), 3.26?3.33 (1H, m, 3-H); dC (100 MHz; D2O) 8.8((N(CH2CH3)3)2), 13.8 (C-6), 20.2 (C-5), 32.7 (C-4), 36.7 (C-2), 47.3((N(CH2CH3)3)2), 57.6 (C-3), 178.2 (C-1); IR: mmax cm1 2987, 2704, 1716,1565, 1389, 1228, 1148; HRMS (ESI) found [MH2(Et3N)]+ 195.0333,C6H11O5S, required 195.0332. In a second fraction was obtained ester 8 (1.20 g,25percent) as a yellow oil. 1H (400 MHz; D2O): 0.95 (3H, t, J = 7.3 Hz, 6-CH3), 1.28?1.32 (12H, m, OCH2CH3, N(CH2CH3)3), 1.38?1.46 (1H, m, 4-Ha), 1.48?1.59 (2H,m, 5-CH2), 1.88?1.89 (1H, m, 4-Hb), 2.65?2.81 (2H, m, 2-CH2), 3.23 (6H, q,J = 7.2 Hz, N(CH2CH3)3), 3.31?3.36 (1H, m, 3-H), 4.20 (2H, q, J = 7.2 Hz,OCH2CH3); 13C (100 MHz; D2O): 8.2 (N(CH2CH3)3), 13.1 (C-6 and OCH2CH3),19.5 (C-5), 31.8 (C-4), 35.4 (C-2), 46.7 (N(CH2CH3)3), 56.8 (C-3), 62.1(OCH2CH3), 177.0 (C-1); IR: mmax cm1 2964, 2708, 1723, 1468, 1375, 1224;HRMS (ESI). Found [MHEt3N]+ 223.0652, C8H15O5S, required 223.0646.

Statistics shows that Ethyl E-hex-2-enoate is playing an increasingly important role. we look forward to future research findings about 27829-72-7.

Reference:
Article; Duhamel, Nina; Piano, Federico; Davidson, Samuel J.; Larcher, Roberto; Fedrizzi, Bruno; Barker, David; Tetrahedron Letters; vol. 56; 13; (2015); p. 1728 – 1731;,
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Simple exploration of 35450-36-3

The synthetic route of Methyl 2-bromo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate, 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. Formula: C9H9BrO3

Step B 2-Bromo-5-methoxybenzyl alcohol Lithium aluminum hydride (1.3 eq) was added in portions to a solution of methyl 2-bromo-5-methoxy benzoate (1 eq) in diethyl ether (0.35 M) at 0 C. under N2 and the resulting mixture allowed to warm to RT with stirring for 5 h. Quenched with H2O (3*g LAH), followed sequentially by 15% NaOH solution (3*g LAH), a nd H2O (3*g LAH). The solution was filtered through a scintered glass funnel rinsing with diethyl ether and concentrated in vacuo to give 2-bromo-5-methoxybenzyl alcohol as a clear oil. EI-MS m/z 239, 241 (M+Na)+

The synthetic route of Methyl 2-bromo-5-methoxybenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; US6514964; (2003); B1;,
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