HCID 66934326, compound → HCID 86651014, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-isopropyl-2,2-dimethylcyclohexanone (12.6 g, 75.0 mmol) in THF (50 ml) was added within 10 min at room temperature to a stirred solution of ethynyl magnesium bromide in THF (0.5 M, 180 ml, 90 mmol), and the reaction mixture was stirred for 2 d at 60° C. The reaction mixture was allowed to cool to room temperature, quenched with satd. aq. NH4Cl solution (500 ml) and extracted with Et2O (3×300 ml). The combined organic extracts were dried (Na2SO4) and evaporated. Purification of the resulting residue by silica gel FC (pentane/Et2O, 98:2, Rf 0.21) furnished 1-ethynyl-6-isopropyl-2,2-dimethylcyclohexanol (11.8 g, 81%) as a colorless liquid.

Provenance & Evidence