반응 #1909786

반응 방정식

L-phenylalaninol

sodium hydride

benzyl bromide

→

title compound

수율 77.0%

O-Benzyl-L-phenylalaninol

수율 77.0%

용매

THF

brine

반응 조건

후처리

1. 1
   기타at room temperature
2. 2
   온도Twenty minutes later, the reaction mixture was refluxed
3. 3
   온도under heating for 1 hour
4. 4
   온도to cool
5. 5
   온도cooling
6. 6
   추출extracted with ether
7. 7
   추출The organic layer was extracted with 10% hydrochloric acid
8. 8
   추출extracted with ether
9. 9
   세척The organic layer was washed with saturated brine
10. 10
    건조dried over anhydrous magnesium sulfate
11. 11
    농축concentrated under reduced pressure

실험 절차

To a solution of L-phenylalaninol (11.78 g) in THF (200 ml) was gradually added 60% sodium hydride (3.43 g) in oil at room temperature. Twenty minutes later, the reaction mixture was refluxed under heating for 1 hour. Then, the mixture was allowed to cool, followed by gradual addition of benzyl bromide (9.27 ml) under ice-cooling, and stirred at room temperature for 16 hours. The reaction mixture was added to saturated brine, and extracted with ether. The organic layer was extracted with 10% hydrochloric acid. The aqueous layer was made alkaline with an aqueous sodium hydroxide solution, and extracted with ether. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (14.5 g, yield 77%).

출처