抄録
The synthesis of β-ionone starting from 2, 6, 6-trimethylcyclohexanone (I) was investigated. Oxidation of 2, 6, 6-trimethyl-1-vinylcyclohexanol (III) with chromium trioxide or ozone unexpectedly afforded (I). 1-(1'-Hydroxy-2', 6', 6'-trimethylcyclohexyl)-but-1-yn-3-ol (VI) was reduced with sodium in liquid ammonia and the product was oxidized with manganese dioxide to trans-1-(1'-hydroxy-2', 6', 6'-trimethylcyclohexyl) but-1-en-3-one (IX). An attempt to prepare β-ionone by the dehydration of (IX) was unsuccessful. Treatment of (IX) with zinc-acetic acid yielded a new isomer of dihydroionone, 1-(2', 6', 6'-trimethylcyclohexylidene) butan-3-one (XIII).
