Реакция #459731

Уравнение реакции

ammonium sulfate

sulfuric acid

7-methylamino-5-hydroxy-6,7,8,9-tetrahydro [5H] benzocycloheptene

ammonium hydroxide

→

7-methylamino-6,7-dihydro [5H] benzocycloheptene

Выход 50.3%

Растворители

dioxane

Условия реакции

Обработка

1. 1
   Температураthe mixture was refluxed for an hour
2. 2
   Температураwas cooled
3. 3
   Экстракцияwas extracted with ethyl acetate
4. 4
   ПромывкаThe organic phase was washed with aqueous sodium chloride solution
5. 5
   Другоеdried
6. 6
   Другоеevaporated to dryness
7. 7
   Другоеthe residue was chromatographed over silica gel
8. 8
   ПромывкаElution with a 95-5-2 methylene chloride-methanol-triethylamine mixture

Методика

50 ml of 18 N sulfuric acid were added over 30 minutes to a refluxing mixture of 50 g of 7-methylamino-5-hydroxy-6,7,8,9-tetrahydro [5H] benzocycloheptene and 500 ml of dioxane and the mixture was refluxed for an hour and then was cooled. The pH was adjusted to 10 with concentrated ammonium hydroxide solution and the mixture was saturated with ammonium sulfate and was extracted with ethyl acetate. The organic phase was washed with aqueous sodium chloride solution, dried and evaporated to dryness and the residue was chromatographed over silica gel. Elution with a 95-5-2 methylene chloride-methanol-triethylamine mixture yielded 22.8 g of 7-methylamino-6,7-dihydro [5H] benzocycloheptene.

Источник