Boron trifluoride etherate → HCID 54537144, compound

Participants

Reaction Steps

Pyridinium bromide perbromide (82.8 g) was added to a mixture of 1-(3-benzyloxy-4-nitrophenyl)but-1-en-3-one (70.0 g) and boron trifluoride etherate (290 ml) in tetrahydrofuran (1.4 l) under ice-cooling. The mixture was stirred for 2.5 hours at ambient temperature. The reaction mixture was added to a mixture of ethyl acetate and water under stirring. The separated organic layer was washed with saturated aqueous sodium bicarbonate and brine successively. The solution was dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was recrystallized from diisopropyl ether to give 4-bromo-1-(3-benzyloxy-4-nitrophenyl)but-1-en-3-one (54.42 g).

Provenance & Evidence