반응 #833547

반응 방정식

Phosphorus pentoxide

1-ethynyl-3,3-dimethylcyclohexanol

→

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

수율 38.9%

용매

MePh

반응 조건

후처리

1. 1
   온도The slurry was heated
2. 2
   온도to reflux
3. 3
   온도to cool to room temp.
4. 4
   추출The product was extracted with Et2O (2×500 ml)
5. 5
   세척the combined organic extracts were washed with water (500 ml) and brine (100 ml)
6. 6
   건조dried (Na2SO4)
7. 7
   농축concentrated under reduced pressure

실험 절차

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.

출처