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

Participants

Reaction Steps

Specifically, (1-phenylvinyloxy)-trimethylsilane (Compound 1g; 61.3 mg, 0.32 mmol) and diglyme (1.0 mL) were put into a two-neck evacuation flask under nitrogen atmosphere, and a diglyme (3.0 mL) solution of sodium chlorodifluoroacetate (292 mg, 1.9 mmol) was added dropwise to the mixture at 180° C. for 55 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, Compound 4 and acetophenone (Compound 5) were obtained with yields of 23%, 5%, 20% and 6%, respectively.

Provenance & Evidence