Boron tribromide → N-(3-bromo-propyl)-3-hydroxy-benzenesulfonamide

Participants

Reaction Steps

N-(3-Hydroxy-propyl)-3-methoxy-benzenesulfonamide (0.478 g, 1.95 mmol) in CH2Cl2(10 mL) at 0° C. was treated with BBr3 (9.74 mL of a 1M solution in CH2Cl2, 9.74 mmol) then left to warm to room temperature. After 1 h, the reaction mixture was concentrated in vacuo, neutralized to pH 6 with aqueous saturated NaHCO3 solution, and extracted with CH2Cl2 (3×20 mL), dried (MgSO4), filtered and concentrated to give the title compound. MS (M+1) 294.

Provenance & Evidence