Reaktion #65694

Reaktionsgleichung

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

hydrazine hydrate

potassium hydroxide

→

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

Ausbeute 72.5%

Lösungsmittel

diethylene glycol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated to 180°-190° C.
2. 2
   Temperaturunder reflux for about 30 hours
3. 3
   TemperaturAfter cooling
4. 4
   workup.ADDITIONthe mixture was poured on to ice
5. 5
   Extraktionextracted with ether
6. 6
   WaschenThe organic phase was washed with water
7. 7
   Sonstigedried
8. 8
   Sonstigeevaporated

Vorschrift

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.

Quelle