Реакция #459739

Уравнение реакции

sulfuric acid

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

→

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

Выход 79.1%

Растворители

dioxane

Условия реакции

Обработка

1. 1
   Температураthe mixture was refluxed for 30 minutes
2. 2
   Температураwas cooled
3. 3
   КонцентрированиеThe mixture was concentrated to 40 ml and 100 ml of ice water
4. 4
   workup.ADDITIONwere added
5. 5
   ПромывкаThe aqueous phase was washed with ethyl acetate
6. 6
   ЭкстракцияThe mixture was extracted with methylene chloride
7. 7
   Промывкаthe organic phase was washed with water
8. 8
   Другоеdried
9. 9
   Другоеevaporated to dryness

Методика

12.4 ml of 18 N sulfuric acid were added to a refluxing solution of 6.2 g of 7-allylamino-5-ξ-hydroxy-6,7,8,9-tetrahydro [5H] benzocycloheptene in 124 ml of dioxane and the mixture was refluxed for 30 minutes and was cooled. The mixture was concentrated to 40 ml and 100 ml of ice water were added. The aqueous phase was washed with ethyl acetate and made alkaline with concentrated ammonium hydroxide. The mixture was extracted with methylene chloride and the organic phase was washed with water, dried and evaporated to dryness to obtain 4.5 g of 7-allylamino-6,7-dihydro [5H] benzocycloheptene.

Источник