Dibutyltin oxide → HCID 178497737, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 212 mg (0.26 mmol) of methyl 4-[(3E)-2-[2-(4-cyanophenyl)ethyl]-4-(2-{[2-(trifluoromethyl)benzyl]oxy}phenyl)but-3-en-1-yl)benzoate in 3 ml of toluene is mixed with 450 mg (3.91 mmol) of trimethylsilyl azide and 97.3 mg (0.39 mmol) of di-n-butyltin oxide and heated at 80° C. for 12 hours. After cooling to room temperature, the mixture is washed with saturated sodium bicarbonate solution. The organic phase is separated off, washed with saturated sodium chloride solution and dried over sodium sulfate. After filtration, the filtrate is concentrated to dryness. The resulting crude product is purified by chromatography on a silica gel column (mobile phase: cyclohexane/ethyl acetate 1:1). 120 mg (0.19 mmol, 75% of theory) of a colorless foam are obtained.

Provenance & Evidence