Benzyl Bromide → HCID 59750798, compound

Participants

Reaction Conditions

Reaction Steps

Under an argon atmosphere and at −78° C., n-butyl lithium (a 1.60 M hexane solution, 459 μl, 0.734 mmol) was added to a dimethoxyethane solution (50 ml) of the 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (202 mg, 0.667 mmol) obtained in Example 5. The temperature of the resulting mxiture was then elevated to room temperature. After the reaction mixture was cooled to −78° C., benzylbromide (87.2 μl, 0.734 mmol) was added dropwise thereto. While elevating the temperature of the reaction mixture to room temperature, stirring was conducted for 15 hours. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The extracts were combined, washed with brine, dried over magnesium sulfate and then, concentrated. The residue thus obtained was subjected to flash chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate=6:1 eluate was concentrated. The solid thus obtained was recrystallized from ethyl acetate-hexane, whereby the title compound (125 mg, 0.318 mmol, 48%) was obtained as colorless needle crystals.

Provenance & Evidence