2-Methoxypropene → HCID 53863923, compound

Participants

Reaction Steps

The acid-catalysed reaction of 3,7-dimethyl-non-1-yn-6-en-3-ol with isopropenyl methyl ether and subsequent base-catalysed isomerisation of the resulting β-keto-allene [see G. Saucy, R. Marbet, Helv. 50, 1158 (1967)] yielded in good yield 6,10-dimethyl-dodeca-3,5,9-trien-2-one which was cyclised in a known manner [see H. Rouve, M. Stoll, Helv. 30, 2216 (1947)] with 85% phosphoric acid to give 12/13-methyl-α-ionone. Subsequent reduction with lithium aluminium hydride gave 12/13-methyl-α-ionol.

Provenance & Evidence