反応 #1909786

反応方程式

L-phenylalaninol

sodium hydride

benzyl bromide

→

title compound

収率 77.0%

O-Benzyl-L-phenylalaninol

収率 77.0%

溶媒

THF

brine

反応条件

後処理

1. 1
   その他at room temperature
2. 2
   温度Twenty minutes later, the reaction mixture was refluxed
3. 3
   温度under heating for 1 hour
4. 4
   温度to cool
5. 5
   温度cooling
6. 6
   抽出extracted with ether
7. 7
   抽出The organic layer was extracted with 10% hydrochloric acid
8. 8
   抽出extracted with ether
9. 9
   洗浄The organic layer was washed with saturated brine
10. 10
    乾燥dried over anhydrous magnesium sulfate
11. 11
    濃縮concentrated under reduced pressure

実験手順

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%).

出典