Реакция #215510

Уравнение реакции

4-Aminobenzonitrile

1-iodomethyl-2-methylcyclopentane

water

→

4-(2-methylcyclopentylmethylamino)benzonitrile

Растворители

hexamethylphosphoramide

Условия реакции

Обработка

1. 1
   Температураheated under nitrogen in an oil bath
2. 2
   ТемператураThe reaction mixture is cooled to room temperature
3. 3
   ТемператураThe mixture is then chilled in an ice bath
4. 4
   ДругоеThe precipitate separated
5. 5
   Фильтрацияis filtered
6. 6
   Промывкаwashed thoroughly with water
7. 7
   Другоеdried
8. 8
   ПромывкаIt is then washed repeatedly with hexane
9. 9
   Другоеdried
10. 10
    ДругоеRecrystallization from ether-hexane

Методика

4-Aminobenzonitrile (11.8 g.) and 1-iodomethyl-2-methylcyclopentane (16.3 g.) are dissolved in hexamethylphosphoramide (100 ml.) and heated under nitrogen in an oil bath maintained at 120° C. for 22 hours. The reaction mixture is cooled to room temperature and water (100 ml.) is added gradually. The mixture is then chilled in an ice bath. The precipitate separated is filtered, washed thoroughly with water, and dried. It is then washed repeatedly with hexane and dried. Recrystallization from ether-hexane affords 4-(2-methylcyclopentylmethylamino)benzonitrile as pale yellow crystals.

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