Benzenesulfonyl chloride → 5-Bromo-2-butylbenzofuran

Participants

Reaction Conditions

Reaction Steps

25.8 ml of benzenesulfonyl chloride (0.202 mol; 1.4 equivalent) and 40 ml of toluene are placed in an equipped reactor and the mixture is stirred at 80° C. 65 ml of anhydrous triethylamine (0.47 mol) and then 45.2 g of 2-(4-bromo-2-formylphenoxy)-hexanoic acid (compound XI) (0.144 mol) in solution in 250 ml of toluene are slowly added at 80° C. The progress of the reaction is monitored by TLC (eluent: methylcyclohexane/ethyl acetate: 80/20; Rf of compound XI=0.08; Rf of the desired compound XII=0.80).

Provenance & Evidence