Category: esters-buliding-blocks

148547-19-7, A common heterocyclic compound, 148547-19-7, name is Methyl 4-bromo-3-methylbenzoate, molecular formula is C9H9BrO2, 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.

N2Protected, 4-bromo-3-methylbenzoate (5mmol, 1.15g), 4- methoxycarbonyl phenyl boronic acid (5.1mmol, 0.92g), CsF (20mmol, 3.0g), a 100ml three-necked flask the Pd catalyst was added 5% (0.3 ~ 0.5g), 50ml of anhydrous THF as solvent, 67 deg.] C under reflux. after the reaction, the product was isolated by silica gel column chromatography (petroleum ether, dichloromethane) to give a pink solid 1.05g yield 74%

The synthetic route of Methyl 4-bromo-3-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Normal University; Dong, Yubin; Hu, Yuhong; Wang, Jiancheng; (12 pag.)CN106432087; (2017); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 584-74-7 name is Ethyl 2-fluorophenylacetate, 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. 584-74-7

At -78 C., DIBAL-H (1 M in toluene, 125 ml, 0.125 mol) was added dropwise to a solution of ethyl 2-fluorophenylacetate (22.7 g) in toluene (90 ml). After the addition, the mixture was stirred at this temperature for another 3 hours, and MeOH (90 ml) was then added dropwise. The suspension was poured into hydrochloric acid (2 M, 400 ml) and extracted with MTBE (3¡Á300 ml). The combined organic phases were dried over sodium sulfate and concentrated. This gave 16.2 g of the desired product as a colorless oil (94%). 1H NMR (300 MHz, CDCl3) delta 9.76 (s, 1H), 7.34-7.07 (m, 4H), 3.73 (m, 2H).

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

Reference:
Patent; BASF SE; US2011/172097; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics