Acetone → beta-Irone

Participants

Reaction Steps

On the other hand, addition of a solution of 3.0 g (19.74 mmol) of pure 2,5,6,6-tetramethyl-1-cyclohexen-1-carbaldehyde in 3 ml of ethanol and of 3 ml of acetone (41 mmol) to 4 ml (~22 mmol) of a 30% solution of NaOCH3 in methanol, the reaction having proceeded for 18 h at room temperature, provided, after the usual treatment and bulb-to-bulb distillation, a mixture (3.29 g) containing 34% of trans-α-irone, 6% of cis-α-irone and 50% of β-irone (yield 76%).

Provenance & Evidence