反応 #833547

反応方程式

Phosphorus pentoxide

1-ethynyl-3,3-dimethylcyclohexanol

→

1-(5′,5′-dimethylcyclohex-1′-enyl)ethanone

収率 38.9%

溶媒

MePh

反応条件

後処理

1. 1
   温度The slurry was heated
2. 2
   温度to reflux
3. 3
   温度to cool to room temp.
4. 4
   抽出The product was extracted with Et2O (2×500 ml)
5. 5
   洗浄the combined organic extracts were washed with water (500 ml) and brine (100 ml)
6. 6
   乾燥dried (Na2SO4)
7. 7
   濃縮concentrated under reduced pressure

実験手順

Phosphorus pentoxide (33.1 g, 233 mmol) was added to a solution of 1-ethynyl-3,3-dimethylcyclohexanol (152 g, 1.00 mol) in MePh (800 ml). The slurry was heated to reflux, and stirred at this temp. for 90 min. The reaction mixture was allowed to cool to room temp., and then poured into ice/water (1:1, 500 ml). The product was extracted with Et2O (2×500 ml), and the combined organic extracts were washed with water (500 ml) and brine (100 ml), dried (Na2SO4) and concentrated under reduced pressure. Silica-gel FC (pentane/Et2O, 9:1, Rf=0.70) provided 13.8 g (9%) of 1-(5′,5′-dimethylcyclohex-1′-enyl)ethanone.

出典