3-Methyl-5-(2,6,6-trimethyl-1-cyclohexen-1-yl)isoxazole → 2,6,6-Trimethyl-1-[3-amino-but-2-enoyl]-cyclohex-1-ene

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Reaction Steps

30.75 g (0.15 mole) of 3-methyl-5-[2,6,6-trimethylcyclohex-1-en-1-yl]-isoxazole were dissolved in 50 ml of dry ethanol and the solution was added to 1.396 g of a mixture of 82.9 % of platinum oxide in 600 ml of ethanol, the said mixture having previously been subjected to a hydrogenation. The alcoholic solution was then subjected to a hydrogenation at ordinary temperature and pressure and, after absorption of one equivalent of hydrogen, was filtered through a Celite carrier. After having been concentrated under reduced pressure, the residual mixture was recrystallized from hexene containing traces of ethanol to yield 30.91 g (yield 100 %) of 2,6,6-trimethyl-1-[3-amino-but-2-enoyl]-cyclohex-1-ene which exists in two interconvertible crystalline structures: m.p. 124.5° - 125.0° and 135°-136°.

Provenance & Evidence