Benzyl Bromide → HCID 21468867, compound

Participants

Reaction Conditions

Reaction Steps

5-(2-Cyanophenyl)indole (2.3 mole, 0.50 g) was dissolved in 3 ml THF, cooled to 0° C. Ethyl magnesium bromide (2.41 moles, 1.21 ml of 2.0M solution in ether) was added dropwise. Benzyl bromide (94.6 mole, 0.80 g) was added dropwise to the solution. The reaction was refluxed for 24 hours and poured into aqueous ammonium chloride and ethyl acetate. The organic phase was washed with water, dried over sodium sulfate, and concentrated. The intermediate was chromatographed over silica gel eluted with 10% ethyl acetate in hexane to yield 229 mg of 3-benzyl-5-(2-cyanophenyl)indole. (MS)

Provenance & Evidence