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ChemicalBook CAS DataBase List METHYL 3,5-DICHLORO-4-METHOXYBENZOATE
24295-27-0

METHYL 3,5-DICHLORO-4-METHOXYBENZOATE synthesis

3synthesis methods
-

Yield:24295-27-0 88%

Reaction Conditions:

Stage #1: 4-hydroxy-3,5-dichlorobenzoic acidwith potassium carbonate in N,N-dimethyl-formamide at 20; for 0.5 h;
Stage #2: methyl iodine in N,N-dimethyl-formamide at 80; for 3 h;

Steps:

5.1.1. General procedure for the synthesis of compounds 2 and 5

General procedure: 3,5-dichloro-4-hydroxybenzoic acid (5.00g, 24.15mmol) and K2CO3 (6.68g, 48.3mmol) was added into a 200mL flash. The mixture was introduced with DMF (30mL), and was stirred under room temperature for 30min. Then halohydrocarbon (48.31mmol) was added, and the mixture was stirred at 80°C for 3h. After the starting material was completely consumed, water (100mL) was added and the mixture was extracted with ethyl acetate (200mL x 3). The combined extracts were washed with brine, and the solution was removed using rotary evaporation on a water bath. The residue was purified on silica gel column chromatography to yield the desired intermediates.

References:

Zhao, Zean;Liu, Jin;Yuan, Lin;Yang, Zichao;Kuang, Peihua;Liao, Hui;Luo, Jian;Feng, Huancun;Zheng, Fengxin;Chen, Yongjun;Wu, Ting;Guo, Jiayin;Cao, Ying;Yang, Yang;Lin, Cuiting;Zhang, Qun;Chen, Jianjun;Pang, Jianxin [European Journal of Medicinal Chemistry,2022,vol. 242,art. no. 114682]

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