Hydrogen Bromide → HCID 20200706, compound

Participants

Reaction Steps

The protected monohydroxy compound, 1-acetoxy,2-(2 propenyl)-6-methylbenzene was the starting material. Halogenation was achieved by bubbling HBr through a hexane solution (250 ml.) of the starting material (61.3 g, 0.323 moles) and dibenzoyl peroxide (2 g) for 2 hours. The reaction mixture was washed twice with saturated NaHCO3 solution (2×200 ml.) and once with H2O. The hexane layer was dried over Na2SO4 and the solvent evaporated. The desired 1-acetoxy,2-(3-bromopropyl)-6-methylbenzene was isolated by distillation. The % yield was 58.1% (40.84 g, BP=164°-166° C. at 0.03 Torr).

Provenance & Evidence