反应详情

In a 25 mL round-bottomed flask, crude 3-bromomethyl-7-chloro-1-phenyl-1H-quinolin-4-one (0.184 g, 0.528 mmol) and sodium azide (34.3 mg, 0.528 mmol) were combined with DMF (3.5 mL) to give a yellow solution. The reaction mixture was stirred overnight at room temperature. The reaction mixture was poured over ice and the resulting white suspension was extracted with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered, then concentrated to afford the crude product as slightly yellow oil. The crude was purified by flash chromatography using 15%-45% ethyl acetate/hexanes to afford 3-azidomethyl-7-chloro-1-phenyl-1H-quinolin-4-one (75 mg, 46% yield) as a white solid.

1. customto give a yellow solution
2. additionThe reaction mixture was poured over ice
3. extractionthe resulting white suspension was extracted with ethyl acetate
4. dry with materialThe organic phase was dried over magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customto afford the crude product as slightly yellow oil
8. customThe crude was purified by flash chromatography