Реакция #459725

Уравнение реакции

7-dimethylamino-5-oxo-6,7,8,9-tetrahydro [5H] benzocycloheptene

phenyl lithium

ammonium chloride

water

→

7-dimethylamino-5ξ-phenyl-5ξ-hydroxy6,7,8,9-tetrahydro [5H] benzocycloheptene

Растворители

ethyl ether

ethyl ether

Условия реакции

Обработка

1. 1
   Другоеat 0° to 15° C and the mixture was decanted
2. 2
   ПромывкаThe ether phase was washed with water
3. 3
   Другоеdried

Методика

A solution of 24.46 g of 7-dimethylamino-5-oxo-6,7,8,9-tetrahydro [5H] benzocycloheptene in 488 ml of ethyl ether was added over 75 minutes under a nitrogen atmosphee at 0° to 5° C to a solution of 1.2 M of phenyl lithium in ethyl ether and the mixture was stirred for 2 hours at 0° to 5° C. 120 ml of an aqueous saturated ammonium chloride solution and then 100 ml of water were slowly added thereto at 0° to 15° C and the mixture was decanted. The ether phase was washed with water and dried to obtain 29.4 g of raw 7-dimethylamino-5ξ-phenyl-5ξ-hydroxy6,7,8,9-tetrahydro [5H] benzocycloheptene which was used as is for the next step. The product was a mixture of the 2 isomers with substitution in the 5-position.

Источник