Methanol → 1-(3,3-Dimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-yne

Participants

Reaction Steps

(c') 7 g of the above prepared carbinol were heated in a distillation apparatus in the presence of 2 g of H3BO3 at 12 Torr until no further formation of water was observed. The temperature was then slowly increased to 120°-130° and a 2:3 mixture of 1-(3,3-dimethyl-cyclohex-1-en-1-yl)-pent-4-en-1-yne and 1-(3,3-dimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-yne was obtained (5.3 g; 70% yield). The subsequent conversion to the desired cyclohexenic ketones is effected according to the procedure given above (pathway I) paragraph d)

Provenance & Evidence