1,4-Dioxaspiro[4.5]decan-8-one → Benzyl 2-(1,4-dioxaspiro[4,5]decan-8-ylidene)acetate

Participants

Reaction Conditions

Reaction Steps

Benzyl (triphenylphosphoranylidene)acetate (47.30 g, 115.2 mmol) was added to a solution of 1,4-dioxaspiro[4,5]decan-8-one (10.0 g, 64.02 mmol) in toluene (300 ml) at room temperature, and the mixture was stirred at 95° C. for 48 hr. The reaction mixture was allowed to cool to room temperature, and the solvent was removed by distillation under reduced pressure. The residue was diluted with ether and hexane, the resultant precipitate was removed by filtration, and the filtrate was concentrated. The residue was chromatographed on silica gel column (hexane:ethyl acetate=9:1) to give the title compound as a colorless oil (17.0 g, yield 92%).

Provenance & Evidence