Acetone → HCID 87299829, compound

Participants

Reaction Steps

1-Ethyl-4-isopropyl-cyclohexanecarboxylic acid (800 mg, 4.7 mmol) in ethyl ether (about 20 mL) at 0° C. was treated with MeLi (5.5 mL in ethyl ether; 8.8 mmol) and stirred overnight at RT following a method analogous to General Procedure A1 to generate the corresponding methyl ketone (600 mg) after quenching the reaction with water, aq extractive workup, evaporation of the solvent and purification of the crude ketone. The resulting ketone (600 mg, 3 mmol) was treated with pyrrolidone hydrotribromide (1.6 g, 3.3 mmol) in MeOH (10 mL) and stirred at RT overnight following a method analogous to General Procedure B1 to produce 2-bromo-1-(1-ethyl-4-isopropyl-cyclohexyl)-ethanone (600 mg, 55% overall yield for two steps) after evaporation of the solvent, extractive workup with EtOAc and aq sodium bicarbonate, drying of the organic portion and removal of the solvent under vacuum.

Provenance & Evidence