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ChemicalBook CAS DataBase List ETHYL (PHENYLTHIO)ACETATE

ETHYL (PHENYLTHIO)ACETATE synthesis

13synthesis methods
-

Yield: 91%

Reaction Conditions:

with [{Ti(salophen)H2O}2O][OSO2C4F9]2;zinc in tetrahydrofuran at 20; for 2 h;Inert atmosphere;

Steps:

4.4. Typical procedure for the synthesis of a-arylthio carbonylcompounds
Under N2 atmosphere, a solution of complex 1 (68.7 mg, 5 mol%) in THF (3.0 mL), zinc dust (80 mg, 1.2 mmol), diphenyl disulfide (109 mg, 0.5 mmol), and ethyl 2-bromoacetate (184 mg, 1.1 mmol) were added. Then the mixture was stirred for 2 h at room temperature, monitored by thin-layer chromatography (TLC). The resulting reaction mixture was diluted with diethyl ether (10 mL x 3), filtered, and evaporated, and then the residue was subjected to column chromatography using petroleum ether:ethyl acetate as eluent (30:1) to afford the pure product 6a.

References:

Wang, Lingxiao;Qiao, Jie;Wei, Jiancong;Liang, Zhiwu;Xu, Xinhua;Li, Ningbo [Tetrahedron,2020,vol. 76,# 4,art. no. 130750]

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