Chloroform → HCID 68451881, compound

Participants

Reaction Steps

To a solution of rac-(1S,5R)-6,6-dimethyl-2-propionyl-bicyclo[3.1.0]hexan-3-one (14.37 g, 80 mmol) in chloroform (145 mL) and CCl4 (53 mL), triphenylphosphine (41.8 g, 160 mmol) is added. The resulting solution is stirred at 60° C. for 75 min before a second portion of triphenylphosphine (4.2 g, 16 mmol) is added. Stirring is continued at 60° C. for 30 min. The solvent is evaporated and the residue is suspended in pentane. The pentane solution is decanted from the brown oily residue. The residue is once more treated with pentane. The combined pentane fractions are carefully evaporated to leave crude (1R,5S)-2-[1-chloro-propylidene]-6,6-dimethyl-bicyclo[3.1.0]hexan-3-one (11.0 g) as a yellow oil.

Provenance & Evidence