تفاعل #3176

معادلة التفاعل

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

pyridine

dichloromethane

(±)-2-chloropropionyl chloride

→

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

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   workup.ADDITIONAfter addition
3. 3
   أخرىThe organic phase was then separated off
4. 4
   غسيلwashed twice with 50 ml of water each time
5. 5
   تجفيفdried over sodium sulfate
6. 6
   تركيزfinally concentrated
7. 7
   workup.DISTILLATIONThe crude product was purified by distillation at a pressure of 10 mbar

الإجراء التجريبي

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.

المصدر