Esters-buliding-blocks

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. 35180-01-9, name is Chloromethyl isopropyl carbonate, A new synthetic method of this compound is introduced below., Formula: C5H9ClO3

Preparation of Compound 167Compound 167. A 20 mL microwave vial was charged with starting acid (300 mg, 0.651 mmol), potassium carbonate (117 mg, 0.847 mmol), sodium iodide (68.3 mg, 18.6 mu, 0.456 mmol), DMF (10 mL) and chloromethyl isopropyl carbonate (119 mg, 0.782 mmol). Heated at 80 C in microwave for 20 min, then the reaction mixture was partitioned between EtOAc and water (80 mL each). The organic layer was separated, washed with water then brine (80 mL each), dried (magnesium sulfate), filtered and concentrated. The resulting residue was purified by MPLC using an Isco Combiflash (40 g column) 0-80% EtOAc in hexanes linear gradient over 24 column volumes at 40 mL/min. Product isolated from column was dissolved in MeCN (10 mL), treated with water (8 mL) then the resulting mixture was frozen and lyophilized. Gave 167 (306 mg, 0.519 mmol, 80%) as a white solid. Analysis carried out by LCMS (60-98% aqueous MeCN, formic acid modifier, 7 min, C4) ESI-MS m/z calc. 576.2869, found 577.57 (M+l)+; Retention time: 3.05 minutes. (1H NMR shows rotamers) 1H NMR (300.0 MHz, DMSO) delta 7.33 (s, 0.55H), 7.24 (s, 0.45H), 5.89 (d, J = 6.3 Hz, 0.55H), 5.81 (dd, J = 6.3, 8.0 Hz, 1H), 5.73 (d, J = 6.3 Hz, 0.45H), 5.58 (t, J = 7.5 Hz, 0.45H), 5.16 (d, J = 2.4 Hz, 0.55H), 4.87 – 4.85 (m, 1H), 3.11 (s, 1.65H), 3.02 (s, 1.35H), 2.85 (s, 1.65H), 2.63 (s, 1.35H), 1.99 – 1.86 (m, 1H), 1.67 – 1.35 (m, 6H), 1.34 – 1.08 (m, 18H) and 0.82 – 0.51 (m, 8H) ppm.

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; VERTEX PHARMACEUTICALS INCORPORATED; GREEN, Jeremy; WILSON, Dean, M.; KONG, Laval, Chan Chun; DAS, Sanjoy, Kumar; POISSON, Carl; COURT, John, J.; TANG, Qing; LI, Pan; COLLIER, Philip, N.; WAAL, Nathan; LAUFFER, David, J.; DORSCH, Warren; WO2012/6055; (2012); A2;,
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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. 18358-63-9, name is Methyl 4-(methylamino)benzoate, A new synthetic method of this compound is introduced below., SDS of cas: 18358-63-9

For example, some of the silylamines used in the examples below were prepared as follows from the free amine. (i) TMSCI, NEt3, CH2CI2, 17h (ii) a. n-BuLi, THF,-78C, 2 h. b. TMSCL, rt, 17h The silylamines where RN2 is sulfonyl were prepared as follows from a modified amine by heating with bis (trimethylsilyl) trifluoroacetamide (BSTFA). 0 R’ +, 1 MeCN, reflux RW NHTs + I R F CO 3 h, 95%-si- ti – SI- The silylamines were purified by vacuum distillation. Once purified, their were handled under nitrogen at all times, and stored at-20C

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; CAMBRIDGE UNIVERSITY TECHNICAL SERVICES LIMITED; ASTRAZENECA UK LIMITED; WO2005/90283; (2005); A1;,
Ester – Wikipedia,
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Reference of 10601-80-6, 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. 10601-80-6, name is Ethyl 3,3-diethoxypropionate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step-a Synthesis of 3,3-diethoxypropanoic acid To a stirred suspension of ethyl 3,3-diethoxypropanoate (15.0 g, 78.88 mmol) in water (32 mL) was added NaOH (4.10 g, 102.6 mmol) and heated to 110 C. for 1.5 h. After completion of the reaction, the reaction mixture was cooled, acidified to pH?3 with aq. 3N HCl and extracted with EtOAc (500 mL*2). The organic layer was washed with water (200 mL), brine (100 mL), dried over sodium sulphate and concentrated. The residue was used for next step without further purification (11.50 g, 91%). 1H NMR (400 MHz, DMSO-d6): delta 12.20 (s, 1H), 4.81 (t, J=5.9 Hz, 1H), 3.58-3.59 (m, 2H), 3.48-3.40 (m, 2H), 2.60-2.40 (m, 2H), 1.09 (t, J=7.3 Hz, 6H).

The synthetic route of Ethyl 3,3-diethoxypropionate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Orion Corporation; SAMAJDAR, Susanta; ABBINENI, Chandrasekhar; SASMAL, Sanjita; HOSAHALLI, Subramanya; (77 pag.)US2016/368906; (2016); A1;,
Ester – Wikipedia,
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Reference of 55666-43-8, The chemical industry reduces the impact on the environment during synthesis 55666-43-8, name is tert-Butyl 3-bromopropanoate, I believe this compound will play a more active role in future production and life.

5. To a solution of alcohol 3 (12.8 g, 40.84 mmol) in toluene (200 ml) was added Bu4NCI (3.7 g, 13.48 mmol). The reaction mixture was cooled to 0 0C after which aqueous 35% NaOH (250 ml) was added followed by a dropwise addition of tert- butyl 3-bromopropionate (4, 8.2 ml, 49.01 mmol) in toluene (50 ml). The mixture was stirred overnight at room temperature. The organic layer was separated and washed with H?O until neutral, dried (Na2SO4), concentrated and co-evaporated with CH2CI2 (3x). Purification by column chromatography (silica, heptane/EtOAc 4:1) gave 5 (11.2 g, 62%) as a yellow oil.

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 3-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/124746; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 426-65-3, name is Ethyl Pentafluoropropionate, 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 426-65-3, Computed Properties of C5H5F5O2

Compound 14 (1.2 g, 3.7 mmol) was dissolved in dry toluene (40 mL). Sodium hydride (0.18 g, 40% dispersion in oil) was added, and the mixture was stirred for 15 min at rt. Ethyl pentafluoropropionate (1.1 niL, 7.4 mmol) was added, and the mixture was stirred overnight at rt. Hydrochloric acid (IM, 40 mL) and dichloromethane were added, and the mixure was stirred for 10 min.The organic phase was separated, and the aqueus phase was extracted twice with dichloromethane. The combined organic phases were dried and concentrated. . Purification on silica gel (eluent 10% MeOH in CH2Cl2, v/v) yielded the title compound. 1H NMR (CDCl3): ? 7.71 (2H, d, J 7.9); 7.36 (IH, d, J 3.8); 7.30 (2H, d, J 7.9); 6.73 (IH, d, J 3.4); 6.06 (IH, s); 4.21 (2H, t, / 6.5); 3.12 (2H, m); 2.42 (3H, s).

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; WALLAC OY; WO2009/115644; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 2150-38-1 as follows. Product Details of 2150-38-1

(1) Preparation of 3,4-dimethoxybenzoylacetonitrile Dry acetonitrile (1.8 ml) was added to a solution of n-butyl lithium (a 2.5M solution in hexane, 13.8 ml) in dry THF (30 ml) at -78 C., and the mixture was stirred at the same temperature for 1 hour. To the mixture was added a solution of methyl 3,4-dimethoxybenzoate (6.42 g) in dry THF (15 ml), and the mixture was stirred at -78 C. for 3 hours and then at room temperature for 1 hour. After adding water (100 ml), the reaction solution was extracted with ethyl ether (100 ml). After the aqueous layer was acidified with 6 N hydrochloric acid, it was extracted with ethyl acetate (200 ml*3). The organic layers were combined, washed with saturated brine and then dried over anhydrous sodium sulfate. Then the solvent was distilled away under a reduced pressure. The resulting residue was crystallized from ethyl acetate/hexane to obtain the title compound (3.6 g) as pale yellow crystals. 1 H-NMR (CDCl3) delta: 3.95 (3H, s), 3.97 (3H, s), 4.03 (2H, s), 6.92 (1H, d, J=9.0 Hz), 7.49 (1H, d, J=9.0 Hz), 7.51 (1H, s)

According to the analysis of related databases, 2150-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Banyu Pharmaceutical Co., Ltd.; US6043246; (2000); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 3650-78-0 as follows. category: esters-buliding-blocks

To a stirred solution of benzyl bromide (27 mL, 227 mmol) in acetone at r.t. was added tetrahydrothiophene (10.0 mL, 1 14 mmol). The solution was stirred for 16 h and the resulting precipitate filtered and washed with acetone (3 x 50 mL) and dried under air, to give 1 -benzyltetrahydrothiophenium bromide as a white solid (51 .9 g, 88%). [00164] A mixture of 1 -benzyltetrahydrothiophenium bromide (3.39 g, 13.1 mmol) and (?)-methyl 3-(4-bromophenyl)acrylate (2.10 g, 8.71 mmol) in DCM (50 mL) was cooled to -78C and slowly treated with LiHMDS (13.1 mL, 1 M solution in THF) (via syringe pump, 1 mL/h). After complete addition, the mixture was warmed to r.t., stirred for 16 h and was quenched with H20 (50 mL). The biphasic mixture was separated and the organic layer washed with brine (2 x 50 mL), dried (MgS04) and concentrated. Purification by flash silica column chromatography (gradient elution i-hex to 5% EtOAc in i-hex) gave the title compound as a colourless oil (600 mg, 20%). LCMS (ES+) 332, 334 (M+H)+.

According to the analysis of related databases, 3650-78-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; LUCKHURST, Christopher, A.; BURLI, Roland, W.; STOTT, Andrew, J.; BRECCIA, Perta; WO2014/14900; (2014); A1;,
Ester – Wikipedia,
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Related Products of 40876-98-0, 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 40876-98-0 as follows.

Sten 1: Synthesis of ethyl 1 -(2-fluorobenzyl)-5 -hydroxy- 1 H-pyrazole-3 -carboxylate.A mixture containing acetic acid (15 equiv.) and diethyl oxalacetate sodium salt (1 equiv.) in benzene was stirred at 25 C for 30 mm. To this mixture was added (2-fluorobenzyl)hydrazine hydrochloride (2 equiv.). The resulting mixture was heated to 100 C for 2 h. The mixture was cooled to 23 C and concentrated under vacuum. The precipitate formed was collected by filtration. The solid was dissolved in ethyl acetate and washed with iN HC1 solution (x3). The organic layer was dried, filtered, and evaporated to give a solid containing the desired product. The solid was rinsed with a minimal amount of a methanol-diethyl ether mixture, dried under vacuum to deliver the desired intermediate, ethyl 1 -(2-fluorobenzyl)-5 -hydroxy-1H-pyrazole-3-carboxylate (11.8 g, 71 % yield) as a cream colored solid.?H NMR (500 MHz, CD3OD) ppm 7.24 – 7.41 (m, 1 H), 7.09 – 7.16 (m, 2 H), 7.02 – 7.07 (m, 1 H), 5.95 (s, 1 H), 5.29 (s, 2 H), 4.33 (q, 2 H), 1.36 (t, 3 H).

According to the analysis of related databases, 40876-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRONWOOD PHARMACEUTICALS, INC.; RENHOWE, Paul Allen; SHEPPECK, James Edward; NAKAI, Takashi; IYER, Karthik; PERL, Nicholas Robert; RENNIE, Glen Robert; WO2015/89182; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5335-05-7, name is Chloromethyl benzoate, 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 5335-05-7, Recommanded Product: Chloromethyl benzoate

A solution of [2- (8, 9-DIOXO-2, 6-DIAZABICYCLO [5.2. 0] non-1 (7)-en-2-yl) ethyl]- phosphonic acid (20.16 MMOL, 5.25 g) in dry DMF (120 mL) was treated with N, N- diisopropylethylamine (80.64 MMOL, 14 ml) for’/2 hour at ambient temperature. Benzoic acid chloromethyl ester (60.49 MMOL, 10.32 g, synthesis described below) was added at ambient temperature under exclusion of moisture. The reaction mixture was heated to 65C for 20 hours. The temperature was then raised to 72C and stirred at 72C for 16 hours after which the reaction was completed. The mixture was cooled to room temperature and partitioned between 10% sodium bicarbonate and ethyl acetate. After separation of the layers the aqueous phase was again extracted with ethyl acetate (6x) until there was no more product in the water phase (by silica gel TLC, 7% 2M ammonia in methanol and 93% chloroform). The combined organic layers were washed with brine, dried over magnesium sulfate, filtered and evaporated to dryness. The residue was flash chromatographed on 400 g silica gel using a solvent mixture of 1 % 2M ammonia in methanol and 99% chloroform. Gradually the percentage of ammonia in methanol was increased to 7% and 93% chloroform. The solvent was evaporated in vacuo to yield the desired product (10.5 g, 99%; glass like material). MS (ES-): m/e 527 (M-H).

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

Reference:
Patent; WYETH; WO2004/92189; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 1117-71-1, 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. 1117-71-1 name is Methyl 4-bromobut-2-enoate, 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.

A solution of methyl (E) -4-bromocrotonate (6 g, 33.5 mmol) in THF (60 mL) was cooled to 0 C, an aqueous solution (20 mL) of lithium hydroxide monohydrate (1.83 g, 43.6 mmol) was added dropwise under N2. After 15 min dripping, keep 0 C for 3 h. The cold water (150 mL) and petroleum ether (200 mL) were then added to the system and stirring was continued at 0 C for 10 min. The aqueous phase was separated, adjusted to pH 1 with concentrated hydrochloric acid at 0 C and extracted with dichloromethane (80 mL x 3). The organic phases were combined, dried over anhydrous sodium sulfate and concentrated to give E-4-bromocrotonic acid III as a yellow solid (4.5 g, yield 82%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-bromobut-2-enoate, and friends who are interested can also refer to it.

Reference:
Patent; Chengdu Zhipulai Bio-pharmaceutical Technology Co., Ltd.; Wang Kangmin; Zhao Gang; Liu Jifeng; Pu Lin; Chen Wei; (37 pag.)CN106946896; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics