Acetyl chloride → 1-(6-Bromonaphthalen-2-yl)ethanone

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromonaphthalene (950 g, 4589 mmol), acetyl chloride (260 mL, 4589 mmol), nitrobenzene (6000 mL) and aluminum chloride (642.2 g, 4818 mmol) was stirred for 4 hours at 100° C. The mixture was poured onto ice water, the resulting slurry was filtrated and the organic phase separated from the filtrate. The organic phase was washed with water (2000 mL), dried over Na2SO4 and filtrated. The solvent was removed by distillation. The residue was re-crystallized from a solution of hexane:ethyl acetate (10:1) resulting in 1-(6-bromonaphthalen-2-yl)ethanone (480 g, 42% yield).

Provenance & Evidence