Реакция #65694

Уравнение реакции

8-bromo-3,4-dihydro-1-benzothiepin-5(2H)-one

hydrazine hydrate

potassium hydroxide

→

8-bromo-2,3,4,5-tetrahydro-1-benzothiepine

Выход 72.5%

Растворители

diethylene glycol

Условия реакции

Обработка

1. 1
   Температураheated to 180°-190° C.
2. 2
   Температураunder reflux for about 30 hours
3. 3
   ТемператураAfter cooling
4. 4
   workup.ADDITIONthe mixture was poured on to ice
5. 5
   Экстракцияextracted with ether
6. 6
   ПромывкаThe organic phase was washed with water
7. 7
   Другоеdried
8. 8
   Другоеevaporated

Методика

15.6 g of 8-bromo-3,4-dihydro-1-benzothiepin-5(2H)-one were dissolved in 70 ml of diethylene glycol. The solution was treated with 6.55 ml of hydrazine hydrate and 7.5 g of solid potassium hydroxide and heated to 180°-190° C. under reflux for about 30 hours. After cooling, the mixture was poured on to ice and extracted with ether. The organic phase was washed with water, dried and evaporated. Chromatography on silica gel with petroleum ether yielded 10.7 g of 8-bromo-2,3,4,5-tetrahydro-1-benzothiepine as a colorless oil.

Источник