반응 #49890

반응 방정식

product

5-(4-cyanophenyl)-4-pentynyl methanesulfonate

NaN3

→

product

수율 100.0%

1-(4-cyanophenyl)-5-azido-1-pentyne

수율 100.0%

용매

water

dimethylformamide

반응 조건

후처리

1. 1
   workup.WAITat 60° C. for 2 hours
2. 2
   온도cooled to room temperature
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The organic layer was washed with water (2×)
5. 5
   건조with brine and dried (Na2SO4)
6. 6
   기타Evaporation under reduced pressure

실험 절차

To a solution of the product of step B (13.40 g, 50.9 mmol) in dimethylformamide (35 mL) was added NaN3 (16.5 g, 255 mmol). The reaction was stirred at room temperature for 18 hours then at 60° C. for 2 hours, cooled to room temperature, diluted with water (400 mL) and extracted with ethyl acetate. The organic layer was washed with water (2×) then with brine and dried (Na2SO4). Evaporation under reduced pressure afforded 10.70 g (100%) of product as a tan oil.

출처