Sodium hydride → methyl 2-(6-(trifluoromethyl)-1H-indol-1-yl)acetate

Participants

Reaction Steps

To a solution of 6-(trifluoromethyl)-1H-indole (250 mg, 1.350 mmol) in dry DMF (3 ml), sodium hydride (60% w/w dispersion in mineral oil, 64.8 mg, 1.620 mmol) was added at room temperature. After 10 minutes, methyl 2-bromoacetate (150 μl, 1.620 mmol) was added and the mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the crude was purified by flash chromatography on silica gel column (hexane/ethyl acetate 90/10) to afford methyl 2-(6-(trifluoromethyl)-1H-indol-1-yl)acetate (120 mg, 0.467 mmol, 34.6% yield). MS/ESI+ 258.1 [MH]+.

Provenance & Evidence