HCID 178418348, compound → HCID 178468160, compound

Participants

Reaction Steps

To trans-4-tert-butyl-cyclohexanecarboxylic acid (921 mg, 5.0 mmol) in ethyl ether (35 mL) was added methyl lithium (1.6 M in ethyl ether, 7.1 mL, 11.4 mmol) to produce 1-(trans-4-tert-butyl-cyclohexyl)-ethanone (769 mg, 4.22 mmol, 84%) following a method analogous to General Procedure A1. Workup involved treatment of the reaction mixture with water (50 mL), and the organic portion was washed with aq NaHCO3 and then brine, and dried over sodium sulfate. Solvent evaporation under reduced pressure gave the crude methyl ketone (769 mg). This crude ketone product was converted into the corresponding 2-bromoketone (525 mg, 2.01 mmol) following a method analogous to General Procedure B2 using bromine (0.228 mL, 4.43 mmol) and MeOH (about 10 mL).

Provenance & Evidence