2,6,6-Trimethyl-2-cyclohexen-1-one → 2,6,6-Trimethyl-cyclohex-3-en-1-one

150 g of 2,6,6-trimethyl-cyclohex-2-en-1-one and 15 g of aluminium isopropylate were heated at 160° under argon atmosphere until obtention of a clear solution, in a reaction vessel fitted with a fractioning device. The clear mixture was then progressively heated to 190° and kept at this temperature for 60 hours, under vigorous stirring, the formed 2,6,6-trimethyl-cyclohex-3-en-1-one being directly distilled from the reaction mixture. During this period, a further amount of 300 g of starting ketone was added to the reaction mixture. 285 g of a distillate containing 40% of the desired product and 60% of unreacted starting material were thus obtained. After further distillation of the above 285 g there were finally isolated 105 g of the desired ketone having b.p. 62°/15 Torr (yield: 92%-conversion rate of 25%).

1. customfitted with a fractioning device
2. temperatureThe clear mixture was then progressively heated to 190°
3. distillationthe formed 2,6,6-trimethyl-cyclohex-3-en-1-one being directly distilled from the reaction mixture
4. waitDuring this period
5. additiona further amount of 300 g of starting ketone was added to the reaction mixture
6. addition285 g of a distillate containing 40% of the desired product and 60%
7. customwere thus obtained
8. distillationAfter further distillation of the above 285 g

ORD record

ord-986f415d9bbf4448b982e82361a872e0

Source dataset

uspto-grants-1982_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04324729