Réaction #1605798

Équation de réaction

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

Rendement 90.0%

Solvants

N,N-dimethylformamide

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source