Methanol → HCID 21518359, compound

Participants

Reaction Steps

1-Carboxy-3-oxo-2,5,5-trimethyl-cyclopentane is first dehydrogenated and halogenated and subsequently esterified by treatment with thionyl chloride/sulphuryl chloride followed by the addition of methanol. The 1-methoxycarbonyl-3-oxo-2,5,5-trimethyl-cyclopent-1-ene obtained is then reduced with the aid of a reducing agent (e.g. sodium borohydride) firstly to 1-methoxycarbonyl-3-hydroxy-2,5,5-trimethyl-cyclopent-1-ene and subsequently with the aid of diisobutyl aluminum hydride to 1-hydroxymethyl-3-hydroxy-2,5,5-trimethyl-cyclopent-1-ene.

Provenance & Evidence