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p-Tolylsulfanyl-acetic acid methyl ester synthesis

10synthesis methods
-

Yield:50397-67-6 48%

Reaction Conditions:

with silver nitrate;palladium dichloride in dimethyl sulfoxide;N,N-dimethyl-formamide at 120; for 0.166667 h;Microwave irradiation;

Steps:

General Procedure for the Preparation of Aryl Alkyl Sulfides

General procedure: Aryl sulfinate metal salt (0.36 mmol or 0.18 mmol), PdCl2 (0.06 mmol), AgNO3(0.6 mmol), DMF/DMSO (v/v = 19/1, 2 mL), and thiol (0.3 mmol) were added to the microwave tube. The tube was sealed and stirred for 5 min at ambient temperature. The tube was then heated at 40W for 10 min at 120 °C. After cooling down, the resulting suspensions were filtered off and washed with CH2Cl2. A small amount of silica gel was added into the filtrate, and then evaporated. The residue was purified by flash chromatography on silica with hexane/EA to provide the desired product.

References:

Li, Junchen;Bi, Xiaojing;Wang, Hongmei;Xiao, Junhua [Phosphorus, Sulfur and Silicon and the Related Elements,2014,vol. 189,# 12,p. 1873 - 1881]