Реакция #1605798

Уравнение реакции

8-Benzyloxy-5-((R)-2-bromo-1-hyroxyethyl)-1H-quinolin-2-one

sodium azide

Sodium azide

→

5-((R)-2-azido-1-hyroxyethyl)-8-benzyloxy-1H-quinolin-2-one

Выход 90.0%

Растворители

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture was stirred at the same temperature overnight
2. 2
   workup.ADDITIONTo the reaction solution was added
3. 3
   Другоеpurified water
4. 4
   workup.STIRRINGstirred at room temperature for 1 hour
5. 5
   ФильтрацияThe precipitate was collected by filtration
6. 6
   Промывкаwashed with purified water
7. 7
   ДругоеBy drying under reduced pressure

Методика

8-Benzyloxy-5-((R)-2-bromo-1-hyroxyethyl)-1H-quinolin-2-one (20.8 g, 55.6 mmol) and sodium azide (3.61 g, 55.5 mmol) were suspended in N,N-dimethylformamide (100 mL) and the mixture was stirred at 65° C. for 3 hours. Sodium azide (1.81 g, 27.8 mmol) was added thereto and the mixture was stirred at the same temperature overnight. To the reaction solution was added purified water and stirred at room temperature for 1 hour. The precipitate was collected by filtration and washed with purified water. By drying under reduced pressure, 5-((R)-2-azido-1-hyroxyethyl)-8-benzyloxy-1H-quinolin-2-one (16.8 g) was obtained.

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