Реакция #1909786

Уравнение реакции

L-phenylalaninol

sodium hydride

benzyl bromide

→

title compound

Выход 77.0%

O-Benzyl-L-phenylalaninol

Выход 77.0%

Растворители

THF

brine

Условия реакции

Обработка

1. 1
   Другоеat room temperature
2. 2
   ТемператураTwenty minutes later, the reaction mixture was refluxed
3. 3
   Температураunder heating for 1 hour
4. 4
   Температураto cool
5. 5
   Температураcooling
6. 6
   Экстракцияextracted with ether
7. 7
   ЭкстракцияThe organic layer was extracted with 10% hydrochloric acid
8. 8
   Экстракцияextracted with ether
9. 9
   ПромывкаThe organic layer was washed with saturated brine
10. 10
    Сушкаdried over anhydrous magnesium sulfate
11. 11
    Концентрированиеconcentrated under reduced pressure

Методика

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%).

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