Diisopropyl Ether → HCID 20449319, compound

Participants

Reaction Steps

448 g (8 mole) of KOH and 1100 ml of di-isopropyl-ether were first introduced into a reaction vessel fitted with cooling and stirring devices. 154 g (2.2 mole) of but-1-yn-3-ol were then added to the above mixture (temperature 25°-30°; addition period:30 min), followed by 308 g (2.0 mole) of 2-ethyl-6,6-dimethyl-cyclohexanone (addition period:30 min; dropwise). The reaction mixture was then stirred at 35° for 17 hours and, after cooling, 500 ml of water were progressively added thereto. After separation of the organic phase, washing with 5% aqueous H2SO4 (200 ml), drying over Na2SO4, concentration and final distillation, there were isolated a first portion of unreacted 2-ethyl-6,6-dimethyl-cyclohexanone (46 g) and 313 g (78% yield) of 2-ethyl-6,6-dimethyl-1-hydroxyl-1-(3-hydroxy-but-1-yn-1-yl)-cyclohexane.

Provenance & Evidence