Month: February 2021

These common heterocyclic compound, 56427-54-4, name is Ethyl 5-chloro-2-methylbenzoate, 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: C10H11ClO2

(a) Reaction of ethyl 5-chloro-o-toluate with N-bromosuccinimide as described in Example 1a provides ethyl alpha-bromo-5-chloro-o-toluate.

The synthetic route of Ethyl 5-chloro-2-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Hoechst Corporation; US4585788; (1986); A;,
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Application of 35450-36-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 35450-36-3 as follows.

To a cold solution (ice water bath) of the methyl-2-bromo-5-methoxybenzoate (2.00 g, 8.16 MMOL) in DICHLOROMETHANE (15 mL) was added AIC13 (5.44 g, 40.8 MMOL) under argon, and the reaction temperature was maintained BELOW 10C using an ice-water bath. The light brown suspension was stirred for 10 min, then EtSH (3.02 mL, 40.8 MMOL) was added dropwise at such a rate that the reaction temperature was maintained BELOW 5C. After 2.5 h of stirring below 10C, the reaction mixture was slowly poured into ice water with agitation. The organic layer was separated, and the aqueous layer was extracted with DCM. The combined organic layers were washed with water, dried over MGS04, filtered and concentrated under reduced pressure to afford a light yellow oil which was used in the next step without further purification.

According to the analysis of related databases, 35450-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/50650; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2497-18-9, name is trans-2-Hexenyl acetate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of trans-2-Hexenyl acetate

General procedure: A mixture of 1,2,3,4-tetrahydrocarbazole (1a, 1 mmol), allyl acetate (2a, 2 mmol), Pt(acac)2(9.7 mg, 0.025 mmol), and (4-ClC6H4)3P (36.5 mg, 0.1 mmol) in benzene (5 mL) was refluxed for24 h. After cooling, the solvent was distilled under reduced pressure. Column chromatography(n-hexane/EtOAc = 4:1) of the residue afforded 146 mg (69%) of 3a and 63 mg (30%) 4a, respectively.

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 2497-18-9.

Reference:
Article; Peng, Bai-Jing; Wu, Wen-Ting; Yang, Shyh-Chyun; Molecules; vol. 22; 12; (2017);,
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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. 32454-33-4, name is Methyl 2-(3-methoxyphenyl)-2-methylpropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

Step B; 2-(3-Methoxy-phenyl)-2-methyl-propionic acid methyl ester 78 (2.77 g, 13.3 mmol) is dissolved in dry DCM (17 mL). The solution is cooled to -65C. boron tribromide (4.33 g, 17.3 mmol) dissolved in DCM (17 mL) is added. The reaction mixture is stirred at -650C for 90 min. Then the mixture is quenched with MeOH. Solvents are removed in vacuo, the remainder is diluted with ethyl acetate and washed with 0.2 N HCl. The aqueous phase is exrtacted with ethyl acetate. The organic layers are combined, washed with water and brine, dried over MgSO4, filtered and concentrated. Silica gel chromatography (0-25% ethyl acetate in hexanes) yielded 79 as a light yellow oil. 1H-NMR (400 MHz, CDCl3) delta = 7.25 (t, J= 8.0 Hz, IH)5 6.97-6.94 (m, IH), 6.88 (s, IH), 6.79-6.76 (m, IH), 3.72 (s, 3H), 1.62 (s, 6H); MS calcd. for CnHi4NaO3 (M+Na4) 217.1, found 217.1.

The synthetic route of 32454-33-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2007/56497; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 40876-98-0, These common heterocyclic compound, 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate, 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.

ethyl-2-(4-((1R,3R)-8-(bicyclo[4.3.1]decan-8-yl)-8-azabicyclo[3.2.1]octan-3-yl)-3-oxo-3,4-dihydroquinoxalin-2-yl)acetate (d15) To a solution of c6 (700 mg, 1.980 mmol) in toluene (14 mL) was added AcOH (0.249 mL, 4.36 mmol) and diethyl oxalacetate sodium salt (499 mg, 2.376 mmol) at a temperature of about 25 C. under a nitrogen atmosphere. The mixture was stirred at 100 C. for 2.5 hr. After cooling to a temperature of about 25 C. and concentration, the resulting oil was chromatographed (ISCO, 80 g, CHCl3/10% NH3 in MeOH=99/1?95/5) to provide 806 mg of d15 as a brown amorphous solid. (Yield 85.2%) d15: 1H-NMR (300 MHz, CDCl3) delta: 1.24-1.46 (m, 6H), 1.59-1.77 (m, 10H), 2.06 (s, 3H), 2.07-2.31 (m, 8H), 2.60 (s, 2H), 3.93 (s, 2H), 4.21 (q, J=7.1 Hz, 4H), 5.74 (s, 1H), 7.04 (s, 1H), 7.33 (d, J=11.6 Hz, 2H), 7.60 (s, 1H); LC/MS: m/z=493.3 [M+H]+ (Calc: 492.61).

Statistics shows that Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate is playing an increasingly important role. we look forward to future research findings about 40876-98-0.

Reference:
Patent; Shionogi & Co., Ltd.; Purdue Pharma L.P.; MARRA, Jeffrey Michael; Tsuno, Naoki; Ueno, Tatsuhiko; Zhou, Xiaoming; US2014/187544; (2014); A1;,
Ester – Wikipedia,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-amino-3-fluorobenzoate

General procedure: To a solution of the corresponding methyl 4-aminobenzoate (1, 2.5 mmol) in 20 mL of DCM was added pyridine (600 mg, 7.5 mmol) and benzo[c][l,2,5]thiadiazole-4-sulfonyl chloride (585 mg, 2.5 mmol). The resulting mixture was stirred at 50C overnight. After removal of DCM, the residue was partitioned between water and EtOAc. The organic layer was washed with 2 N HC1, water and brine, dried over Na2S04 and concentrated to give crude product 2, which was confirmed by LCMS, and used in the next reaction without further purification

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; POPOVICI-MULLER, Janeta; ZAHLER, Robert; YE, Zhixiong; WO2014/139144; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 178747-79-0, name is Methyl 2-fluoro-6-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 178747-79-0

(b) 2-Fluoro-6-methoxybenzhydroxamic acid. The title compound (44%) was obtained from methyl 2-fluoro-6-methoxybenzoate and hydroxylamine hydrochloride by similar reactions and treatments as in Example 1(b). NMR spectrum(CDCl3 +MeOH-d4)deltappm: 3.92(3H,s), 6.75-6.86(2H,m), 7.35-7.45(1H,m).

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 178747-79-0.

Reference:
Patent; Sankyo Company, Limited; US5965591; (1999); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 623-47-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 623-47-2 as follows.

Reaction Step 1.Synthesis of ethyl 3-bromopropiolate Silver nitrite (1.72 g, 10.2 mmol, 0.1 eq) was added to a solution of ethyl propiolate (10.00 g, 102 mmol, 1.0 eq) in acetone (200 mL) at room temperature. The resulting reaction mixture was stirred for 5 min, then NBS (20.0 g, 112 mmol, 1.1 eq) was added and the reaction mixture stirred for 2 h at room temperature. After completion of the reaction (monitored by TLC, 5% ethyl acetate-hexane Rf=0.55), the reaction mixture was filtered through a celite pad, washing with acetone. The filtrate was concentrated under reduced temperature (25-30 C.) to afford an oil.

According to the analysis of related databases, 623-47-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INNOV17 LLC; Gaweco, Anderson; Tilley, Jefferson; Blinn, James; US2015/252051; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 10602-03-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 10602-03-6 name is Ethyl 4-ethynylbenzoate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 2-halobenzamide (2.0 mmol, 1.0 equiv) in MeCN (13 mL) were added PdCl2(PPh3)2 (0.05 equiv), terminal alkyne (1.2 equiv.), and Et3N (3.0 equiv.). The resulting mixture was stirred at 80 C under argon. The progress of the reaction was monitored by TLC analysis to establish completion. After cooling to room temperature, the reaction was diluted with ethyl acetate (30 mL), washed with water (30 mL) and brine (30 mL). The organic phase was dried (anhydrous MgSO4) and concentrated under reduced pressure. The residue was purified by column chromatography (Silica Gel, petroleum ether/ethyl acetate).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 4-ethynylbenzoate, and friends who are interested can also refer to it.

Reference:
Article; Yao, Tuanli; Liang, Xiujuan; Guo, Zhen; Yang, Dong; Tetrahedron; vol. 75; 23; (2019); p. 3088 – 3100;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 110928-44-4, 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. 110928-44-4, name is trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of compound 14 ( 17.26 g) in THF (450 ml_) stirred at 0 C was added triethylamine (39.4 ml284.5 mmol) followed by methanesulfonyl chloride (14.9 ml151.7 mmol). The mixture was stirred at 0 C for additional 10 min then the reaction mixture was stirred at room temperature for 2 h . The reaction mixture was filtered through a Celite (0,01-0,04 mm) bed that was then washed with fresh TH F; the resulting solution was evaporated under reduced pressure to give 15 as a yellow oil (30.95 g) that was employed in the following reaction without further purification. Quantitative yield . Analytical data : Mr: 250.30 (C10H 18O5S) and 13C-NMR and MS are compatible with the structure

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, trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRACCO IMAGING SPA; MAIOCCHI, Alessandro; VISIGALLI, Massimo; BELTRAMI, Lorena; SINI, Loredana; LATTUADA, Luciano; WO2013/135750; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics