تفاعل #65694

معادلة التفاعل

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

hydrazine hydrate

potassium hydroxide

→

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

المردود 72.5%

المذيبات

diethylene glycol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةheated to 180°-190° C.
2. 2
   درجة الحرارةunder reflux for about 30 hours
3. 3
   درجة الحرارةAfter cooling
4. 4
   workup.ADDITIONthe mixture was poured on to ice
5. 5
   استخلاصextracted with ether
6. 6
   غسيلThe organic phase was washed with water
7. 7
   أخرىdried
8. 8
   أخرىevaporated

الإجراء التجريبي

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.

المصدر