تفاعل #1022

معادلة التفاعل

water

2-amino-1-propanol

sodium hydride

4-bromobenzonitrile

→

desired product

المردود 41.0%

2-(4-cyanophenoxy)-1-methylethylamine

المردود 41.0%

المذيبات

N,N-dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise to the reaction mixture
2. 2
   أخرىAfter completion of the reaction
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   غسيلThe organic layer was washed with water
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   أخرىThe ethyl acetate was removed under reduced pressure
7. 7
   workup.DISTILLATIONThe residue was distilled under reduced pressure

الإجراء التجريبي

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.

المصدر