تفاعل #1909786

معادلة التفاعل

L-phenylalaninol

sodium hydride

benzyl bromide

→

title compound

المردود 77.0%

O-Benzyl-L-phenylalaninol

المردود 77.0%

المذيبات

THF

brine

ظروف التفاعل

المعالجة

1. 1
   أخرىat room temperature
2. 2
   درجة الحرارةTwenty minutes later, the reaction mixture was refluxed
3. 3
   درجة الحرارةunder heating for 1 hour
4. 4
   درجة الحرارةto cool
5. 5
   درجة الحرارةcooling
6. 6
   استخلاصextracted with ether
7. 7
   استخلاصThe organic layer was extracted with 10% hydrochloric acid
8. 8
   استخلاصextracted with ether
9. 9
   غسيلThe organic layer was washed with saturated brine
10. 10
    تجفيفdried over anhydrous magnesium sulfate
11. 11
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

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%).

المصدر