Methanol → HCID 20469266, compound

Participants

Reaction Steps

A solution of 3,5-dimethyl-4-(3-methyl-2-butenyl)-2-cyclohexen-1-one (4 g, 0.02 mol) in hexane (25 mL) was stirred under nitrogen at 0° C. and 1 M diisobutylaluminum hydride (25 mL) was added dropwise over 30 minutes. The mixture was stirred for 2 hours and methanol (60 mL) added to precipitate the salts. The solution was filtered and washed with 15% hydrochloric acid, saturated sodium bicarbonate and brine. Drying (Na2SO4), and solvent removal, followed by Kugelrohr distillation gave 3.8 g of 3,5-dimethyl-4-(3-methyl-2-butenyl)-2-cyclohexen-1-ol, bp 135°-140° C./0.5 mm.

Provenance & Evidence