반응 #76190

반응 방정식

hydrochloric acid

water

2-(2-Methoxyphenoxy)ethylamine

4-(oxiran-2-ylmethoxy)-9H-carbazole

→

carvedilol

용매

ethyl acetate

반응 조건

후처리

1. 1
   기타The solid that formed
2. 2
   여과Carvedilol hydrochloride hydrate, is filtered
3. 3
   세척washed with water (20 ml)
4. 4
   workup.ADDITIONwater (20 ml) containing 5% Sodium carbonate until the pH
5. 5
   기타The organic phase was separated
6. 6
   건조dried over sodium sulfate
7. 7
   농축The dried solution was concentrated to a turbid solution
8. 8
   온도cooled overnight to about 4° C

실험 절차

2-(2-Methoxyphenoxy)ethylamine (III) (4.89 g) was heated to about 100° C., after which 4-(oxiran-2-ylmethoxy)-9H-carbazole (II) (3.31 g) was added portionwise. After approximately 20 minutes, the reaction mixture was cooled to about 70° C., after which water (25 ml) and ethyl acetate (15 ml) were added. The pH of the two-phase mixture was then adjusted to 5 with 2 N hydrochloric acid. The solid that formed, Carvedilol hydrochloride hydrate, is filtered, washed with water (20 ml) followed with ethylacetate (15 ml). The resulting material is reslurried in ethylacetate (50 ml) and water (20 ml) containing 5% Sodium carbonate until the pH reached 7.5. The organic phase was separated and dried over sodium sulfate. The dried solution was concentrated to a turbid solution and cooled overnight to about 4° C. Precipitated carvedilol was isolated by filteration and crystallized from isopropanol.

출처