반응 #4177

반응 방정식

potassium hydroxide

ethylene glycol

2-(5-methyl-7-nitroindolin-1-yl)benzonitrile

dichloromethane

→

product

수율 32.0%

2-(5-Methyl-7-nitro-1-indolinyl)benzoic acid

수율 32.0%

용매

water

water

반응 조건

후처리

1. 1
   온도the reaction mixture was cooled to room temperature
2. 2
   기타The aqueous phase was separated
3. 3
   추출extracted with two 250 ml-portions of dichloromethane
4. 4
   온도The aqueous phase was then cooled in an ice-bath
5. 5
   추출The product was extracted out with three 500 ml-portions of dichloromethane
6. 6
   세척The combined organic extracts were washed twice with brine
7. 7
   기타dried
8. 8
   여과filtered
9. 9
   농축concentrated

실험 절차

A stirred solution under nitrogen of potassium hydroxide (30 g, 0.53 mole) in ethylene glycol (250 ml) and water (35 ml) was heated to 175° C., at which temperature there was added 2-(5-methyl-7-nitroindolin-1-yl)benzonitrile (26 g, 0.093 mole). After heating at 175° C. for 3 hours, the reaction mixture was cooled to room temperature and dichloromethane (1 liter) and water (500 ml), were added, with stirring. The aqueous phase was separated and extracted with two 250 ml-portions of dichloromethane. The aqueous phase was then cooled in an ice-bath and acidified with concentrated hydrochloric acid. The product was extracted out with three 500 ml-portions of dichloromethane. The combined organic extracts were washed twice with brine, dried, filtered, and concentrated to afford 9.0 g (32%) of product.

출처