Dibutyltin oxide → HCID 178471346, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 128 mg (0.24 mmol) of ethyl (7E)-6-[2-(4-cyanophenyl)ethyl]-8-{2-[(5-phenylpentyl)oxy]phenyl}oct-7-enoate in 10 ml of toluene is mixed with 0.47 ml (3.57 mmol) of trimethylsilyl azide and 88.9 mg (0.36 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 preparative HPLC. 62 mg (0.11 mmol, 44.8% of theory) of a colorless foam are obtained.

Provenance & Evidence