反応 #445381

反応方程式

but-1-yn-3-ol

KOH

di-isopropyl-ether

2-ethyl-6,6-dimethyl-cyclohexanone

→

2-ethyl-6,6-dimethyl-1-hydroxy-1-(3-hydroxy-but-1-yn-1-yl)-cyclohexane

収率 139.5%

2ethyl-6,6-dimethyl-cyclohexanone

溶媒

water

反応条件

後処理

1. 1
   その他fitted
2. 2
   温度with cooling
3. 3
   workup.ADDITIONaddition period
4. 4
   その他30 min
5. 5
   workup.STIRRINGThe reaction mixture was then stirred at 35° for 17 hours
6. 6
   温度after cooling
7. 7
   その他After separation of the organic phase
8. 8
   洗浄washing with 5% aqueous H2SO4 (200 ml)
9. 9
   乾燥drying over Na2SO4, concentration
10. 10
    workup.DISTILLATIONfinal distillation

実験手順

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 2ethyl-6,6-dimethyl-cyclohexanone (46 ) and 313 g(78% yield) of 2-ethyl-6,6-dimethyl-1-hydroxy-1-(3-hydroxy-but-1-yn-1-yl)-cyclohexane.

出典