反応 #1552040

反応方程式

sebacic acid

hydroquinone

p-toluenesulfonic acid

→

sebacic acid divinyl ester

溶媒

vinyl acetate

ethyl acetate

反応条件

後処理

1. 1
   温度the reaction mixture was refluxed for 4 hours
2. 2
   抽出extracted with 150 ml 2N NaOH
3. 3
   乾燥The organic phase was dried over Na2SO4
4. 4
   その他the volatile components were removed on a rotary evaporator
5. 5
   その他Purification by flash column chromatography on silica gel (PE:EE=10:1)
6. 6
   その他yielded 8.9 g (47% of th.) of a colorless liquid

実験手順

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.

出典