Hydrogen Peroxide → HCID 178455703, compound

Participants

Reaction Conditions

Reaction Steps

Into the THF (150 ml) solution of 2-(trans-4-ethylcyclohexyl)-7,8-difluorochroman (28 g), a 1.6 M butyllithium-hexane solution (65 ml) was added dropwise at −60° C., and stirred for 2 hours at −50° C. Into this, borate trimethyl (15 g) was added dropwise, stirred for 30 minutes, and warmed to 0° C. over 2 hours. Into this, acetic acid (10 ml) was added, and stirred for 20 minutes, to which 30% hydrogen peroxide aqueous solution (20 ml) was gradually added, and stirred for 1 hour. Into this, water (100 ml) was added, which was subjected to extraction using ethyl acetate, followed by concentration. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain 2-(trans-4-ethylcyclohexyl)-7,8-difluoro-6-hydroxychroman (28 g).

Provenance & Evidence