반응 #1552040

반응 방정식

sebacic acid

hydroquinone

p-toluenesulfonic acid

→

sebacic acid divinyl ester

용매

vinyl acetate

ethyl acetate

반응 조건

후처리

1. 1
   온도the reaction mixture was refluxed for 4 hours
2. 2
   추출extracted with 150 ml 2N NaOH
3. 3
   건조The organic phase was dried over Na2SO4
4. 4
   기타the volatile components were removed on a rotary evaporator
5. 5
   기타Purification by flash column chromatography on silica gel (PE:EE=10:1)
6. 6
   기타yielded 8.9 g (47% of th.) of a colorless liquid

실험 절차

15 g (74.2 mmol) of sebacic acid, 0.66 g (2.06 mmol) of mercury(II)acetate, and 0.12 g of hydroquinone were precharged in 75 ml of vinyl acetate into a 250 ml three-necked flask and stirred for 20 minutes under argon. Then, 0.09 g (0.01 mol) of p-toluenesulfonic acid were added as a catalyst, and the reaction mixture was refluxed for 4 hours. After cooling down to room temperature, the obtained solution was diluted with 200 ml ethyl acetate and extracted with 150 ml 2N NaOH. The organic phase was dried over Na2SO4, and the volatile components were removed on a rotary evaporator. Purification by flash column chromatography on silica gel (PE:EE=10:1) yielded 8.9 g (47% of th.) of a colorless liquid.

출처