2-(6-(Phenyldimethylsilyl)-hexyl)-1,1,2-tribromocyclopropane → 1-(6-(Phenyldimethylsilyl)-hexyl)-cyclopropene

Participants

Reaction Steps

A solution of 0.95 g (1.9 mmol) of 2-(6-(phenyldimethylsilyl)-hexyl)-1,1,2-tribromocyclopropane in ether was cooled to −78° C. Excess methyllithium (1.4M, 4.1 ml, 5.7 mmol) was added, and the reaction mixture was placed in an ice bath for 30 min, then quenched with water. The phases were separated. The ether phase was washed with water, washed with brine, dried over magnesium sulfate and stripped to give 200 mg of 1-(6-(phenyldimethylsilyl)-hexyl)-cyclopropene as a colorless liquid.

Provenance & Evidence