Benzene, [1-[(trimethylsilyl)oxy]ethenyl]- → Acetophenone

Participants

Reaction Steps

Specifically, (1-phenylvinyloxy)-trimethylsilane (Compound 1g; 61.3 mg, 0.1 mmol) and diglyme (0.5 mL) were put into a two-neck evacuation flask under nitrogen atmosphere, and a diglyme (1.0 mL) solution of sodium chlorodifluoroacetate (18.3 mg, 0.12 mmol) was added dropwise to the mixture at 150° C. for 10 minutes, and then the mixture was stirred for 5 minutes. The reaction mixture was washed with water, and then dried with sodium sulfate. The solvent was distilled away under reduced pressure, and then the residue was subjected to GC/MS measurement. As a result, Compound 2g, Compound 3 and acetophenone (Compound 5) were obtained with yields of 4%, 4% and 19%, respectively.

Provenance & Evidence