Category: esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 14273-90-6, name is Methyl 6-bromohexanoate, 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 14273-90-6, Recommanded Product: 14273-90-6

6- (4-CHLORO-PHENYLSULFANYL)-HEXANOIC acid methyl ester (28b). To a solution of 6-bromohexanoic acid methyl ester (2.1 g, 10 mmol), triethylamine (1.6 mL, 11 mmol) and TERT-BUTYLAMMONIUM iodide (200 mg, 0.54 mmol) in freshly distilled THF (30 mL) was added 4-chlorothiophenol (1.45 g, 10 mmol) under an atmosphere of argon. The mixture was stirred at reflux for 2 hours after which it was concentrated under reduced pressure. The oil was dissolved in ethyl acetate (100 mL) and then washed successively with saturated aqueous sodium hydrogen carbonate (50 mL), distilled water (50 ML) and brine (50 mL). The organic layer was then dried over anhydrous MGS04, filtered and concentrated under reduced pressure to give an yellow oil that was purified by flash chromatography (1: 9 diethyl ether: 40-60 °C petroleum ether). The title compound was obtained as a colourless oil (2.5 g, 93percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 6-bromohexanoate, and friends who are interested can also refer to it.

Reference:
Patent; QUEEN MARY & WESTFIELD COLLEGE; UNIVERSITY COLLEGE LONDON; BARTS AND THE LONDON NHS TRUST; WO2004/46094; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 294190-18-4, name is Methyl 3-amino-5-chloro-2-methylbenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 294190-18-4

[01713] Step 1 : Synthesis of methyl 5-chloro-3-(isobutyl amino)-2-methylbenzoate[01714] To a stirred solution of methyl 3-amino-5-chloro-2-methyl benzoate (5.0 g, 25 mmol) and isobutyraldehyde (4.5 g, 62 mmol) in methanol (50 mL), acetic acid (3.0 g, 50 mmol) was added and reaction stirred at room temperature for 2 h. Then sodium cyanoborohydride (3.94 g, 62 mmol) was added at 0C and reaction stirred overnight at room temperature. On completion, the solvent was removed under reduced pressure and the crude material was purified by column chromatography to afford the title compound (6.0 g, 94 %).

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; EPIZYME, INC.; EISAI CO., LTD.; KUNTZ, Kevin, Wayne; CHESWORTH, Richard; DUNCAN, Kenneth, William; KEILHACK, Heike; WARHOLIC, Natalie; KLAUS, Christine; ZHENG, Wanjun; WO2012/142513; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 110104-60-4, name is (E)-Methyl 4-chloro-3-methoxybut-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. HPLC of Formula: C6H9ClO3

A) 1-(3-Iodophenyl)-4-methoxy-1H-pyrrole-2(5H)-one To a mixture of 3-iodoaniline (5.32 g) and tetrabutylammonium iodide (0.897 g) in acetonitrile (20 mL) was added a mixture of methyl 4-chloro-3-methoxy-2-(E)-butenoate (4.13 mL) and acetonitrile (20 mL). To the reaction mixture was added a mixture of triethylamine (3.72 mL) and acetonitrile (10 mL). The reaction mixture was stirred overnight at 50 C. To the reaction mixture were added methyl 4-chloro-3-methoxy-2-(E)-butenoate (1.65 mL) and triethylamine (1.69 mL). The reaction mixture was stirred at 50 C. for 5 hr and cooled to room temperature. The reaction mixture was adjusted to pH 3 with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. To the residue were added toluene (40 mL) and acetic acid (1.0 mL) at room temperature. The reaction mixture was heated at 50 C. for 1.5 hr. The reaction mixture was concentrated under reduced pressure and crystallized from methanol/diisopropylether to give the title compound (3.41 g). MS: [M+H]+ 316.0.

The synthetic route of (E)-Methyl 4-chloro-3-methoxybut-2-enoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KOIKE, Tatsuki; FUSHIMI, Makoto; AIDA, Jumpei; IKEDA, Shuhei; KUSUMOTO, Tomokazu; SUGIYAMA, Hideyuki; TOKUHARA, Hidekazu; (170 pag.)US2016/318864; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 35120-18-4, 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 35120-18-4 as follows.

Na2S?9H2O (182mg, 0.75mmol) was added to a solution of compound 5-b (180mg, 0.5mmol) in DMF (2mL).The mixture was reacted in a microwave at 130h for 1h, cooled to room temperature, 1-bromo-cyclobutanoic acid ethylester (155mg, 0.75mmol) was added, the mixture was stirred at 50h for 2hrs. The mixture was cooled to room temperature,followed by adding ice water (20mL), being extracted with EA (50mL). The organic phases were combined, dried overanhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica preparativeplate (PE:EA = 1:1) to give white solid 24-a (89 mg, yield 40%). LC-MS (ESI): m/z = 439 [M+H]+.

According to the analysis of related databases, 35120-18-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Yingli Pharmaceutical Co. Ltd.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WU, Tianzhi; (104 pag.)EP3275867; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 2065-23-8, These common heterocyclic compound, 2065-23-8, name is Methyl 2-phenoxyacetate, 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 the methyl phenoxyacetate obtained by distillation, 1.72 g of tin tetrachloride having a purity of 99% and 0.60 g of 2,5-dichlorothiazole having a purity of 99% were added.279.41 g of 99% pure sulfuryl chloride was added at 60 C to react.After the addition, the reaction was kept at this temperature for 0.5 h.Distilling at a pressure of 1 kPa and collecting fractions at 115-125 C,234.12 g of methyl 2,4-dichlorophenoxyacetate was obtained, and the content was 99.18%.

Statistics shows that Methyl 2-phenoxyacetate is playing an increasingly important role. we look forward to future research findings about 2065-23-8.

Reference:
Patent; Shandong Runbo Biological Technology Co., Ltd.; Sun Guoqing; Hou Yongsheng; Chi Zhilong; Zhang Liguo; Hu Yishan; (15 pag.)CN108947822; (2018); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 773134-84-2, The chemical industry reduces the impact on the environment during synthesis 773134-84-2, name is Ethyl 1-bromo-2-naphthoate, I believe this compound will play a more active role in future production and life.

86.3g of (362.55 mmol) of 9,9-dimethyl-fluorene-2-boronic acid,92g (329.59 mmol) of ethyl bromonaphthalene-2-carboxylate 159.4g of (692 mmol)Tripotassium phosphate monohydrate,450ml of toluene,And dioxane of 230mlSuspended in water 700mlIt is,6.0g of (19.8 mmol)Tris -o- tolyl phosphineFollowing,Palladium acetate 740 mg (3.3 mmol) was added,Mixture,It is heated for 4 hours boiling.The organic phase is isolated,It is filtered through silica gel,It is vacuum evaporation.The residue,It is recrystallized from heptane.Yield: colorless solid 100.6g (78%).

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, Ethyl 1-bromo-2-naphthoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK PATENT GMBH; BUESING, ARNE; STOESSEL, PHILIPP; HEIL, HOLGER; (94 pag.)JP5666130; (2015); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 924-99-2, name is Ethyl 3-(dimethylamino)acrylate, 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 924-99-2, name: Ethyl 3-(dimethylamino)acrylate

95 mg (0.27 mmol) of 2,4-dichloro-5-(2-chloro-4,6-difluorophenylamino)benzoic acid were boiled with 0.98 ml of thionyl chloride under reflux for 3 hours. The thionyl chloride was distilled off, and the residue was mixed with 3 ml of toluene and concentrated in vacuo. The residue was taken up in 2 ml of toluene and added to a solution of 39 mg (0.27 mmol) of ethyl 3-dimethylaminoacrylate, 6 mul of triethylamine and 1 ml of toluene. The mixture was heated at 90 C. for 3 hours. The mixture was concentrated and chromatographed on silica gel (heptane:ethyl acetate=75:25 to 0:100 in 45 minutes). 30 mg (23%) of the desired product were obtained. MS: M+H=477/479

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3-(dimethylamino)acrylate, and friends who are interested can also refer to it.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2005/182085; (2005); 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. 3618-04-0, name is trans-Ethyl 4-hydroxycyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of trans-Ethyl 4-hydroxycyclohexanecarboxylate

Intermediate 30: m-Ethyl 4-[[2-[5-[(2,4<5-trifluorophenvDapi-ino]-1.3,4-oxadiazol-2- yll -3H-benzoimidazol-5-yll oxyl cyclohexane-l-carboxylate; i) Ethyl 4-(4-amino-3-nitro-phenoxy)cvclohexane-l-earboxylate; Diisopropyl azodicarboxylate (1.72 mL, 8.71 mmol) was added in one portion to a stirred solution of ethyl 4-hydroxycyclohexanecarboxylate (1.0 g, 5.8 mmol), 4-amino-3- nitrophenol (2.69 g, 17.4 mmol) and triphenylphoshine (2.29 g, 8.71 mmol) in THF (40 mL) under an argon atmosphere. The reaction mixture was stirred at ambient temperature for 16 h and then EtOAc (150 mL) and water (150 niL) were added. The layers were separated and the organic layer was washed with a IM aqueous solution of HCl (150 mL), then a IM aqueous solution of sodium hydroxide (150 mL) and then brine (150 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo to leave a dark brown solid. This solid was purified by column chromatography, eluting with a gradient of 30 to 40percent EtOAc in isohexane, to give the title compound as an impure orange oil (1.15 g, 64percent), that was used with no further purification; MS m/e MH+ 474.

According to the analysis of related databases, 3618-04-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/141517; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 26759-46-6, A common heterocyclic compound, 26759-46-6, name is Methyl 2-amino-4,5-dimethoxybenzoate, molecular formula is C10H13NO4, 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.

General procedure: A mixture of 1a,b (10 mmol) and methyl 2-amino-4,5-dimethoxybenzoate (12 mmol, 2.52 g), freshly prepared fused sodium acetate (0.3 g) was heated in a boiling water bath in glacial acetic acid (10 mL) for 3 h. The crystalline product separated on cooling was filtered, washed with water, dried, and recrystallized from ethanol.

The synthetic route of 26759-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Georgey, Hanan; Molecules; vol. 19; 3; (2014); p. 3777 – 3792;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 183322-16-9, 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. 183322-16-9, name is Ethyl 3,4-bis(2-methoxyethoxy)benzoate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of the compound (iii) (172.6g) was dissolved in acetic acid (954.1g) and stirred until clear dissolution. Under ice conditions Concentrated sulfuric acid (33.2g). Was added dropwise 65% nitric acid (160.8g). After completion of the dropwise addition, the reaction at room temperature for about 18H, seized by HPLCMeasuring the reaction was completed. Water was added l48g, (873gX3 times) and extracted with toluene, washed with sodium bicarbonate (2mol / L) and the pH adjusted left 8Right, once, the combined organic phase was washed once with sodium bicarbonate solution and extracted with 350g of toluene saturated brine (1048g). Spin-dry solventCompound (iv) (196 · 4g), yield 99%, purity> 95%

The chemical industry reduces the impact on the environment during synthesis Ethyl 3,4-bis(2-methoxyethoxy)benzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zhejiang Apeloa Kangyu Pharmaceutical Co.,Ltd; Shanghai Yuyuan Bio-Pharma Co. Ltd; FENG, LICHUN; LI, QIEQIE; (11 pag.)CN103709110; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics