반응 #2018554

반응 방정식

2-chloro-3-fluoro-5-methylpyridine

N-bromosuccinimide

→

2-chloro-3-fluoro-5-bromomethylpyridine

수율 48.0%

용매

carbon tetrachloride

반응 조건

후처리

1. 1
   온도was refluxed overnight
2. 2
   온도Upon cooling down
3. 3
   여과the solid was filtered off
4. 4
   농축the filtrate was concentrated
5. 5
   세척eluted with 5% EtOAc in hexane

실험 절차

A suspension of 2-chloro-3-fluoro-5-methylpyridine (5.1 g, 35 mmol), N-bromosuccinimide (6.1 g, 35 mmol) and benzolyperoxide (0.16 g, 0.66 mmol) in carbon tetrachloride (100 mL) was refluxed overnight. Upon cooling down, the solid was filtered off and the filtrate was concentrated and loaded onto a silica gel column eluted with 5% EtOAc in hexane to give 3.77 g of the desired 2-chloro-3-fluoro-5-bromomethylpyridine as colorless oil in 48% yield. GC-MS calcd. for C6H4BrClFN: 224.46. Found: 224.

출처