반응 #69874

반응 방정식

2-methyl-4-(1H-pyrazol-1-yl)pyridine

N-bromo succinimide

benzoyl peroxide

→

title compound

수율 45.0%

2-(bromomethyl)-4-(1H-pyrazol-1-yl)pyridine

수율 45.0%

용매

CCl4

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for 16 h
3. 3
   기타precipitated succinimide
4. 4
   여과was filtered
5. 5
   기타The filtrate was absorbed on silicagel and
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The crude product was purified flash column chromatography (eluent: 5% ethyl acetate in hexane)

실험 절차

To a stirred solution of 2-methyl-4-(1H-pyrazol-1-yl)pyridine (300 mg, 1.9 mmol) in CCl4 (25 mL), N-bromo succinimide (304 mg, 1.71 mmol) and benzoyl peroxide (23 mg, 0.09 mmol) were added and heated to reflux for 16 h. The reaction mixture was cooled to rt and precipitated succinimide was filtered. The filtrate was absorbed on silicagel and concentrated under reduced pressure. The crude product was purified flash column chromatography (eluent: 5% ethyl acetate in hexane) to yield the title compound (100 mg, 45%). [TLC Rf=0.34 (ethyl acetate/hexane 30:70)].

출처