تفاعل #76190

معادلة التفاعل

hydrochloric acid

water

2-(2-Methoxyphenoxy)ethylamine

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

→

carvedilol

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solid that formed
2. 2
   ترشيحCarvedilol hydrochloride hydrate, is filtered
3. 3
   غسيلwashed with water (20 ml)
4. 4
   workup.ADDITIONwater (20 ml) containing 5% Sodium carbonate until the pH
5. 5
   أخرىThe organic phase was separated
6. 6
   تجفيفdried over sodium sulfate
7. 7
   تركيزThe dried solution was concentrated to a turbid solution
8. 8
   درجة الحرارةcooled overnight to about 4° C

الإجراء التجريبي

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.

المصدر