反応 #1938865

反応方程式

2-chloro-3-fluoro-5-methylpyridine

N-bromosuccinimide

benzoyl peroxide

→

5-(bromomethyl)-2-chloro-3-fluoropyridine

収率 51.0%

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   workup.ADDITIONwere added
2. 2
   温度the mixture was refluxed overnight
3. 3
   温度under heating
4. 4
   その他reaction completion
5. 5
   その他was returned to room temperature
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他purified by silica gel column chromatography (hexane/ethyl acetate=19:1)

実験手順

2-chloro-3-fluoro-5-methylpyridine in an amount of 4.00 g (27.6 mmol) was dissolved in 80 mL of carbon tetrachloride, following which 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added and the mixture was refluxed overnight under heating. Following reaction completion, the reaction mixture was returned to room temperature, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane/ethyl acetate=19:1), giving 3.06 g of 5-(bromomethyl)-2-chloro-3-fluoropyridine (yield, 51%).

出典