反応 #3176

反応方程式

(±)-(3R,4S)-3-hydroxy-4-methylcarbonyloxytetrahydrofuran

pyridine

dichloromethane

(±)-2-chloropropionyl chloride

→

(±)-(3R,4S)-4-Acetoxy-3-(2-chloropropionyloxy)tetrahydrofuran

溶媒

water

反応条件

後処理

1. 1
   温度cooled
2. 2
   workup.ADDITIONAfter addition
3. 3
   その他The organic phase was then separated off
4. 4
   洗浄washed twice with 50 ml of water each time
5. 5
   乾燥dried over sodium sulfate
6. 6
   濃縮finally concentrated
7. 7
   workup.DISTILLATIONThe crude product was purified by distillation at a pressure of 10 mbar

実験手順

12.4 g of (±)-2-chloropropionyl chloride were added dropwise at 0°-5° C. to an ice-cooled mixture of 15.0 g of (±)-(3R,4S)-3-hydroxy-4-methylcarbonyloxytetrahydrofuran, 8.1 g of anhydrous pyridine and 200 ml of anhydrous dichloromethane. After addition was complete, the reaction mixture was stirred at 23° C. for a further 4 hours, after which it was poured onto 400 ml of water. The organic phase was then separated off, washed twice with 50 ml of water each time, dried over sodium sulfate and finally concentrated. The crude product was purified by distillation at a pressure of 10 mbar.

出典