反应 #4119

反应方程式

potassium hydroxide

ethylene glycol

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

dichloromethane

→

product

收率 32.0%

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

收率 32.0%

溶剂

water

water

反应条件

后处理

1. 1
   温度the reaction mixture was cooled to room temperature
2. 2
   其他The aqueous phase was separated
3. 3
   萃取extracted with two 250 ml-portions of dichloromethane
4. 4
   温度The aqueous phase was then cooled in an ice-bath
5. 5
   萃取The product was extracted out with three 500 ml-portions of dichloromethane
6. 6
   洗涤The combined organic extracts were washed twice with brine
7. 7
   其他dried
8. 8
   过滤filtered
9. 9
   浓缩concentrated

实验过程

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.

来源