3-Methyl-8-methylidene-2,4,5,7,8,8a-hexahydroazulen-6(1H)-one → 1,4-Dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydroazulene

Participants

Reaction Steps

528 mg of 1-methyl-4 -methylen-6-oxo-2,3,3a,4,5,6,7,8-octahydroazulene were hydrogenated in 20 ml of ethylene acetate with the aid of 200 mg of palladium-on-calcium carbonate (5%). After hydrogen uptake was completed the mixture was filtered off from the catalyst, the filtrate concentrated under reduced pressure and distilled. There was obtained pure 1,4-dimethyl-6-oxo-2,3,3a,4,5,6,7,8-octahydroazulene, b.p.0.06 60°; IR(film):νmax = 1700, 1450, 1378, 1250, 1190 cm-1. The compound was a woody, earthy, camphorous odour.

Provenance & Evidence