1-Octanethiol → Ethyl 3-(2,6-difluoro-4-hydroxyphenyl)propanoate

Participants

Reaction Steps

A solution (20 ml) of ethyl 3-(2,6-difluoro-4-methoxyphenyl)propanoate (1.17 g, 4.79 mmol), aluminum chloride (1.9 g, 14.2 mmol) and 1-octanethiol (1.7 ml, 9.80 mmol) in dichloromethane was stirred from ice-cooling to room temperature for 4 hrs. The reaction solution was poured into ice water, and the mixture was stirred for 1 hr. The mixed solution was extracted with dichloromethane, and the extract was washed with aqueous sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel chromatography (ethyl acetate:hexane=1:10-1:5) to give the title compound (1.0 g) as a colorless oil. yield 91%. MS 230.9 (MH+).

Provenance & Evidence