تفاعل #1365697

معادلة التفاعل

Ascorbic acid

cesium carbonate

benzyl bromide

→

3-O-benzyl ascorbic acid

المردود 48.0%

المذيبات

dimethylsulfoxide

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled down to the room temperature
2. 2
   أخرىto produce a solid
3. 3
   ترشيحAfter filtration
4. 4
   تركيزthe filtrate was concentrated under reduced pressure
5. 5
   أخرىpurified by column chromatography on silica gel

الإجراء التجريبي

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%).

المصدر