Thionyl Chloride → 3,5-Di-t-butylbenzoyl chloride

Participants

Reaction Steps

3,5-Di-t-butyl benzoic acid (9.80 g, 41.81 mmol) was dissolved in SOCl2 (29.9 g, 118.9 mmol) and the light yellow solution was refluxed for three hours under argon with a NaOH trap to neutralize any acidic vapors. The reaction was cooled to room temperature and excess SOCl2 was evaporated under vacuum (liquid N2 trap). The resulting oil was dissolved in dry toluene (100 mL) and the resulting solution was evaporated under vacuum to give 3,5-di-t-butylbenzoyl chloride as a light yellow-green oil (10.5 g, 99% yield).

Provenance & Evidence