반응 #1365697

반응 방정식

Ascorbic acid

cesium carbonate

benzyl bromide

→

3-O-benzyl ascorbic acid

수율 48.0%

용매

dimethylsulfoxide

dichloromethane

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled down to the room temperature
2. 2
   기타to produce a solid
3. 3
   여과After filtration
4. 4
   농축the filtrate was concentrated under reduced pressure
5. 5
   기타purified by column chromatography on silica gel

실험 절차

Ascorbic acid (10 g, 56.8 mmol) was dissolved in 60 ml of dimethylsulfoxide, followed by addition of cesium carbonate (9.25 g, 28.4 mmol). After 20 minutes, benzyl bromide (6.75 ml, 56.8 mmol) was added to the reaction mixture and heated to 50° C. for 18 hours. The reaction mixture was cooled down to the room temperature and diluted with 150 ml of dichloromethane to produce a solid. After filtration, the filtrate was concentrated under reduced pressure and purified by column chromatography on silica gel to give 7.2 g of the 3-O-benzyl ascorbic acid (yield 48%).

출처