Benzenesulfonyl chloride → Butylvinyl ether benzenesulfonate

Participants

Reaction Conditions

Reaction Steps

Into a 3 L flask equipped with a mechanical stirrer and N2 purge was added 1000 g of tetrahydrofuran and 220.7 g (2.3 mol) of sodium t-butoxide. Hydroxybutyvinyl ether (236 g, 2.03 mol) was added dropwise at a rate to maintain the temperature at ≤40° C. This reaction mass was cooled to -40° C. A solution of benzenesulfonyl chloride (353 g, 2 mol) in 300 g of tetrahydrofuran was added dropwise at a rate to maintain the reaction temperature at ≤-20° C. After the addition was complete, the reaction mixture was allowed to warm to room temperature to obtain the butylvinyl ether benzenesulfonate, ##STR8##

Provenance & Evidence