反応 #1022

反応方程式

water

2-amino-1-propanol

sodium hydride

4-bromobenzonitrile

→

desired product

収率 41.0%

2-(4-cyanophenoxy)-1-methylethylamine

収率 41.0%

溶媒

N,N-dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   その他After completion of the reaction
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The organic layer was washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   その他The ethyl acetate was removed under reduced pressure
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure

実験手順

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.

出典