Category: 651734-58-6

Electric Literature of 651734-58-6, These common heterocyclic compound, 651734-58-6, name is Methyl 2-fluoro-3,5-dimethoxybenzoate, 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.

Solution of 2-fluoro-3,5-dimethoxy-benzoic acid methyl ester (8.3 g, 38.7 mmol) in 330 mL of acetonitrile is cooled to O0C. Under nitrogen atmosphere SO2Cl2 (5.2 g, 38.7 mmol) is added dropwise. The reaction mixture is warmed to room temperature slowly. After 1 hour, the reaction is completed. The reaction is quenched with saturated sodium bicarbonate, and extracted with EtOAc three times. The organic layer is washed with brine, dried with MgSO4 and concentrated. The crude mixture is separated by silica gel column chromatography eluting with a gradient of hexane/ether (20:1 to 10:1 and 5:1) to obtain 2- chloro-6-fluoro-3,5-dimethoxy-benzoic acid methyl ester (20); 1H NMR 400 MHz(CDCl3) delta 6.64 (d, IH), 3.97 (s, 3H), 3.91 (s, 3H), 3.89 (s, 3H);MS m/z 249.0 (M + 1).

The synthetic route of 651734-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IRM LLC; WO2008/8747; (2008); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 651734-58-6,Some common heterocyclic compound, 651734-58-6, name is Methyl 2-fluoro-3,5-dimethoxybenzoate, molecular formula is C10H11FO4, 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.

b. methyl 2-chloro-6-fluoro-3,5-dimethoxybenzoate S02C12 (2.20g, 0.016mol) was added dropwise to a solution of methyI-2-fluoro-3,5-dimethoxy benzoate (3.5g, 0.016 mol) in acetonitrile (40mL) at 0C under nitrogen atmosphere. The resulting reaction mixture was warmed to room temperature slowly and stirred for lh. The reaction mixture was quenched with saturated sodium bicarbonate solution, and extracted with ethyl acetate (3x30mL). The organic phase was washed with brine, dried over Na2S0 , filtered, and concentrated. The residue was purified by silica gel column chromatography using eluent (gradient hexane/ether (20:1) to hexane/ether (5:1) to afford the title compound (2.7g, yield: 67%) as a solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-fluoro-3,5-dimethoxybenzoate, its application will become more common.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sudeep; SATOH, Takashi; SELVARAJ, Anand; WO2015/57938; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 651734-58-6, name is Methyl 2-fluoro-3,5-dimethoxybenzoate, 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 651734-58-6, COA of Formula: C10H11FO4

S02C12 (4.13g, 30.84 mmol) was added dropwise to a solution of methyl 2-fluoro-3,5-dimethoxy benzoate (6g, 28.03 mmol) in acetonitrile (lOOmL) at 0 C under nitrogen atmosphere. The resulting reaction mixture was wanned to room temperature slowly and stined for lh. The reaction mixture was quenched with saturated sodium bicarbonate solution, and extracted with ethyl acetate (3x30mL). The organic phase was washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified by triturating with 30% ether-pentane to afford the desired title compound (5g, 71%) as a solid. ‘HNMR (CDCI3, 400MHz): delta 6.63 (d, 1H), 3.96 (s, 3H), 3.9 (d, 6H).

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, Methyl 2-fluoro-3,5-dimethoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; REYNOLDS, Dominic; HAO, Ming-Hong; WANG, John; PRAJAPATI, Sudeep; SATOH, Takashi; SELVARAJ, Anand; (96 pag.)WO2016/164754; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics