Реакция #1022

Уравнение реакции

water

2-amino-1-propanol

sodium hydride

4-bromobenzonitrile

→

desired product

Выход 41.0%

2-(4-cyanophenoxy)-1-methylethylamine

Выход 41.0%

Растворители

N,N-dimethylformamide

dimethylformamide

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   ДругоеAfter completion of the reaction
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ПромывкаThe organic layer was washed with water
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   ДругоеThe ethyl acetate was removed under reduced pressure
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure

Методика

50.0 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 29.3 g of 60% sodium hydride and 300 mL of dimethylformamide at 0° C. After the reaction mixture was stirred for 30 minutes at 0° C. a solution containing 121.2 g of 4-bromobenzonitrile dissolved in N,N-dimethylformamide was added dropwise to the reaction mixture. The resultant mixture was stirred for 20 hours at room temperature. After completion of the reaction, the resultant mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The ethyl acetate was removed under reduced pressure. The residue was distilled under reduced pressure to obtain 48.0 g of the desired product (yield 41%). Boiling point: 132° C./0.26 mmHg.

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