Acetone → HCID 86613677, compound

Participants

Reaction Steps

Freshly prepared Jones reagent (2.7 M, 7.0 mL) was added at 0° C. to an acetone (25 mL) solution of (1R,2R,4R,5S)-4-bromo-2-(2-bromophenyl)-5-hydroxycyclohexanecarboxylate (2.50 g, 6.38 mmol) with stirring at room temperature for 40 minutes. The mixture was then diluted with water and extracted with ether (3×). The combined extracts were washed with water, saturated aqueous sodium bicarbonate and brine solutions, and dried (Na2SO4). Concentration in vacuo gave methyl (1R,2R,4R)-4-bromo-2-(2-bromophenyl)-5-oxocyclohexanecarboxylate as a colorless, thick syrup.

Provenance & Evidence