Thionyl Chloride → 4-(Benzyloxy)benzene-1-sulfonyl chloride

Participants

Reaction Conditions

Reaction Steps

To a flask containing 4-Benzyloxy-benzenesulfonate, sodium salt (42.07 g) is added thionyl chloride (170 mL). This solution is treated with dimethyl formamide (0.5 mL) and is heated to 70° C. for 4 hours. The reaction is allowed to cool and is concentrated under reduced pressure then is diluted with ethyl acetate and washed with water (3 times) followed by three washes with saturated sodium bicarbonate and brine. The organic layer is dried over sodium sulfate and concentrated to give 4-Benzyloxy-benzenesulfonyl chloride as white solid (39.18 g).

Provenance & Evidence