反応 #2012029

反応方程式

2-chloro-3-fluoro-5-methylpyridine

N-bromosuccinimide

→

2-chloro-3-fluoro-5-bromomethylpyridine

収率 48.0%

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   温度was refluxed overnight
2. 2
   温度Upon cooling down
3. 3
   ろ過the solid was filtered off
4. 4
   濃縮the filtrate was concentrated
5. 5
   洗浄eluted with 5% EtOAc in hexane

実験手順

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.

出典