Thionyl Chloride → Acetyl chloride, (benzoyloxy)-

Participants

Reaction Steps

A mixture of benzoyloxyacetic acid (5.4 g.) and thionyl chloride (50 ml.) was stirred at 70°-80° C. for an hour and then excess thionyl chloride was distilled off under reduced pressure to give benzoyloxyacetyl chloride. A solution of benzoyloxyacetylchloride obtained above in acetone (10 ml.) was added dropwise to a solution of 3-(N-hydroxyamino)propylphosphonic acid (1.64 g.) in a mixture of water (16 ml.) and acetone (20 ml.) over 30 minutes interval with stirring under ice-cooling and maintaining carefully the pH at around 7-8, together with by adding dropwise a 5% aqueous sodium bicarbonate solution and stirring was continued for additional 30 minutes.

Provenance & Evidence