Category: 52787-14-1

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. 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, A new synthetic method of this compound is introduced below., Computed Properties of C11H12O4

Under argon protection, 323g of PLQS-1 and 2.26L of THF were added to a 5L three-necked flask. When the temperature was lowered to -10C, 224ml of 3-bromopropyne was poured into the reaction flask, and the temperature was stirred for 0.5h to start dropping. 1.8L 1mol/L. LiHMDS solution in THF, control the dropping rate, and keep the reaction temperature at -10±3C (about 2~3h). After completion of the addition, stirring was continued for 0.5 h. HPLC detection was completed. After the reaction was completed, the reaction solution was poured into 1.25 L of acetic acid aqueous solution, stirred for 10 minutes, and then liquid-separated. The organic phase was concentrated under reduced pressure at 50 C. to remove the solvent, and the solution was concentrated. About 1.3L of isopropanol was added, and the precipitated solid was stirred and put into 0 to 5C.Cold bathThe mixture was stirred for 3 to 4 hours, filtered, and the filter cake was washed with about 300 ml of a mixed solvent of isopropanol:n-heptane = 1:6. The filter cake was dried in an oven at 50 C. to give 332 g of a pale yellow solid with a yield of 87.0%. The intermediate alpha-propargyl-(4-Methyl formate)-methyl phenylacetate (PLQS-2)The HPLC assay content is 99.6%.The HPLC content of the dipropargyl substituent was 0.3%.

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; Shandong New Age Pharmaceutical Co., Ltd.; Zhang Guimin; Chen Chengfu; Wei Chuanbing; (7 pag.)CN107488112; (2017); A;,
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. 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C11H12O4

] the 23.0 NaH(1.2eq) and 600ml of anhydrous THF added into a 4L of reactor, cool down temperature to 0C, control the Temperature between 0 ~ 15 C then slowly dropping 100. 0 g of intermediate B of 300 mL THF solution and after the completion of addition the reaction was continued to stir for 0.5h ~ 1h.when the reaction was slowly cooled to -20 C ~ -15 C then slowly drop wise added 150mL THF solution of 62. 8 g (1. 1 eq.) 3-Bromo-1-propyne,agter the completion of addition slowly raise the temperature, at -20 C ~ -10 C the reaction was stirred for 1h, then at -10 C ~ 0 C the reaction was stirred for 2h and at 0 C ~ 10 C the reaction was stirred for 3h. The reaction was quenched with 400 mL of water and the intermediate C was extracted with ethyl acetate (400 mL X 2). The organic phase was washed with 200 mL of saturated sodium chloride solution, dried over anhydrous magnesium sulfate, concentrated to dryness, stir beating with n-hexane, The filter cake was washed with a small amount of n-hexane to give a white solid C, Weight: 76. 4 g, yield: 64.5%, HPLC content: 95.3%

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 52787-14-1.

Reference:
Patent; SINOPHARM A THINK PHARMACEUTICAL CO LTD; (19 pag.)CN103739604; (2016); B;,
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 52787-14-1 as follows. COA of Formula: C11H12O4

To a mixture of K2CO3 (1194.5 g), homoterephthalic acid dimethyl ester (600 g) in DMAc (3000 mL), propargyl bromide (582.43 g) was added followed by TBAI (106.41 g) at 25-30 C. and stirred for 20-26 hours. The reaction was monitored by HPLC and found the ratio of Monopropargyl homoterephthalic Acid Dimethyl Ester to that of dipropargyl homoterephthalic Acid Dimethyl Ester to be not less than 85:15. After 26 hours the reaction mixture was quenched with DM water (3000 ml) and extracted with ethyl acetate (2*3000 ml). The organic layer was separated and back-extracted with DM water (3000 ml). The organic layer was then evaporated to dryness at reduced pressure on a rotary evaporator (below 60 C.). Further IPA (1000 ml) was added to the residue and evaporated to dryness at reduced pressure. The crude product was crystallized by dissolving in IPA (000 ml) at 45-50 C. and cooled to 0-5 C. and stirred for 1-2 hours. The product was vacuum filtered. The product obtained was further crystallized with IPA (1800 ml) saturated with Ethyl acetate (54 ml) by dissolving at 55-60 C. and stirred at 20-25 C. for 2-3 hours, followed by stirring at 0-5 C. for 2-3 hours. The solid was filtered and dried under vacuum at 40-45 C. to give 466 g (65.6%) of the title compound. Purity: 99.19%

According to the analysis of related databases, 52787-14-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fresenius Kabi Oncology Limited; Lahiri, Saswata; Gupta, Nitin; Singh, Hemant Kumar; Panda, Nilendu; Handa, Vishal; Abul, Azim; Gupta, Chandan Kumar; Sanghani, Sunil; Sonavane, Ghanashyam Madhukar; US2015/183789; (2015); 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. 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, A new synthetic method of this compound is introduced below., HPLC of Formula: C11H12O4

Methyl 4-(2-methoxy-2-oxoethyl)benzoate (100 mg, 0.48 mmol), methanol (1.5 mL), water (1.5 mL) and anhydrous potassium carbonate (116 mg, 0.72 mmol) were added in a 10 mL single-neck flask, and the mixture was stirred at room temperature for 1.5 hours. After the materials had all reacted when being determined by TLC, solvent was removed in vacuo, and the residue was redissolved in ethyl acetate (1 mL) and separated by preparative thin layer chromatography (petroleum ether: ethyl acetate = 1:1) to give a product (white solid, 60 mg), with a yield of 64.4%. 1H NMR (400 MHz, CDCl3) delta 8.00 (d, J = 8.1 Hz, 2H), 7.35 (d, J = 8.0 Hz, 2H), 3.91 (s, 3H), 3.70 (s, 2H).

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; Fudan University; WANG, Yonghui; HUANG, Yafei; QIU, Ruomeng; TANG, Ting; (68 pag.)EP3581561; (2019); 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. 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

Under argon protection, 323g of PLQS-1 and 2.26L of THF were added to a 5L three-necked flask. When the temperature was lowered to -10C, 224ml of 3-bromopropyne was poured into the reaction flask, and the temperature was stirred for 0.5h to start dropping. 1.8L 1mol/L. LiHMDS solution in THF, control the dropping rate, and keep the reaction temperature at -10±3C (about 2~3h). After completion of the addition, stirring was continued for 0.5 h. HPLC detection was completed. After the reaction was completed, the reaction solution was poured into 1.25 L of acetic acid aqueous solution, stirred for 10 minutes, and then liquid-separated. The organic phase was concentrated under reduced pressure at 50 C. to remove the solvent, and the solution was concentrated. About 1.3L of isopropanol was added, and the precipitated solid was stirred and put into 0 to 5C.Cold bathThe mixture was stirred for 3 to 4 hours, filtered, and the filter cake was washed with about 300 ml of a mixed solvent of isopropanol:n-heptane = 1:6. The filter cake was dried in an oven at 50 C. to give 332 g of a pale yellow solid with a yield of 87.0%. The intermediate alpha-propargyl-(4-Methyl formate)-methyl phenylacetate (PLQS-2)The HPLC assay content is 99.6%.The HPLC content of the dipropargyl substituent was 0.3%.

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; Shandong New Age Pharmaceutical Co., Ltd.; Zhang Guimin; Chen Chengfu; Wei Chuanbing; (7 pag.)CN107488112; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 52787-14-1, A common heterocyclic compound, 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, molecular formula is C11H12O4, 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.

2- (4- (methoxycarbonyl) phenyl) acetic acid (58,24.04 dirty 1) to the reaction flask, 31111 water, 31111 5ml tetrahydrofuran and a mixed solvent of ethanol raw materials were dissolved. Was then added Eta0Eta-Eta20 (1.068,25.24pipiomicron1) alpha25 C was stirred for 10 hours the reaction is substantially complete. The solution was spin-off in tetrahydrofuran and ethanol, followed by addition of 26ml of dilute hydrochloric acid (lmmol / L), and a white precipitate formed, suction, infrared drying to give a white solid 4.4g, 94.4% yield

The synthetic route of 52787-14-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Xiang, Hua; Xu, Pei; Wang, Wenbin; Qian, Zhouyang; Chen, Mingqi; You, Qidong; (15 pag.)CN105541777; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 52787-14-1,Some common heterocyclic compound, 52787-14-1, name is Methyl 4-(2-methoxy-2-oxoethyl)benzoate, molecular formula is C11H12O4, 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 50-mE round-bottom flask was charged with methyl 4-(2-methoxy-2-oxoethyl) benzoate (1 g, 4.80 mmol), (dimethoxymethyl)dimethylamine (571 mg, 4.79 mmol) and N,N-dimethylformamide (15 mE). The resulting solution was stirred for 4 h at 60 C. Afier cooling to 23 C., the reaction was quenched with water (30 mE) and the product was extracted with ethyl acetate (3×30 mE). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum. The residue was purified by colunm chromatography eluting with ethyl acetate/petroleum ether (1:1 v/v) to afford methyl 4-(1 -(dimethylamino)-3- methoxy-3-oxoprop- 1 -en-2-yl)benzoate as a yellow solid (800 mg, 63%). ECMS: (ESI) mlz 264 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-(2-methoxy-2-oxoethyl)benzoate, its application will become more common.

Reference:
Patent; Forma Therapeutics, Inc.; Ioannidis, Stephanos; Talbot, Adam Charles; Follows, Bruce; Buckmelter, Alexandre Joseph; Wang, Minghua; Campbell, Ann-Marie; Schmidt, Darby Rye; Guerin, David Joseph; Caravella, Justin A.; Diebold, R. Bruce; Ericsson, Anna; Lancia, JR., David; (225 pag.)US2016/185785; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics