Dichloromethane → HCID 71230813, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 91.9 g (335 mmol) of 5-isobutoxy-6-tert-butyl-2-methylindanone, 82.5 g (1.0 mol) of NaOAc, 1.70 g (7.0 mmol) of tetraethylammonium iodide, 500 ml of water, and 170 ml of dichloromethane 17.2 ml (335 mmol) of bromine was added by vigorous stirring for 1 h at 0° C. The resulting mixture was stirred for 1 h at this temperature, and then 41.3 g (0.5 mol) of NaOAc was added. To the obtained mixture 9.0 ml (175 mmol) of bromine was added dropwise for 0.5 h at 0° C. The formed mixture was stirred for 2 h at 0° C., then Na2SO3 was added to remove an excess of bromine. The organic layer was separated, dried over Na2SO4, and then evaporated to dryness. This procedure gave 116 g (98%) of the title product which was further used without an additional purification.

Provenance & Evidence