Реакция #451859

Уравнение реакции

hydrochloric acid

methylene chloride

diethylamine

2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene

→

N,N-diethylacrylamide

Растворители

water

Условия реакции

Обработка

1. 1
   Другоеthe organic phase separated off
2. 2
   Экстракцияthe aqueous phase extracted 3 times with 25 parts methylene chloride in each instance
3. 3
   ДругоеThe combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C.
4. 4
   ДругоеOn conclusion of the furane separation
5. 5
   Температураthe sedimentation temperature increases
6. 6
   workup.DISTILLATIONthe product distills over at the now lowered pressure

Методика

7.2 parts 30% methanolic Na-methylate solution are added to 36.5 parts diethylamine. 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added drop-wise at 40° C. The reaction medium is then stirred for 15 hours at this temperature and neutralised with 4 parts concentrated hydrochloric acid. 100 parts methylene chloride and 50 parts water are added, the organic phase separated off, and the aqueous phase extracted 3 times with 25 parts methylene chloride in each instance. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. and under a vacuum of 20 Torr. The residue is heated under a vacuum of 20 Torr to 110° to 120° C. (bath temperature 140° C.). On conclusion of the furane separation, the sedimentation temperature increases and the product distills over at the now lowered pressure. 21 parts N,N-diethylacrylamide with a boiling point of 55° C. at 1 Torr are obtained.

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