تفاعل #4177

معادلة التفاعل

potassium hydroxide

ethylene glycol

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

dichloromethane

→

product

المردود 32.0%

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

المردود 32.0%

المذيبات

water

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was cooled to room temperature
2. 2
   أخرىThe aqueous phase was separated
3. 3
   استخلاصextracted with two 250 ml-portions of dichloromethane
4. 4
   درجة الحرارةThe aqueous phase was then cooled in an ice-bath
5. 5
   استخلاصThe product was extracted out with three 500 ml-portions of dichloromethane
6. 6
   غسيلThe combined organic extracts were washed twice with brine
7. 7
   أخرىdried
8. 8
   ترشيحfiltered
9. 9
   تركيزconcentrated

الإجراء التجريبي

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.

المصدر