반응 #1606193

반응 방정식

2-chloro-3-fluoro-5-methylpyridine

N-bromosuccinimide

benzoyl peroxide

→

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

수율 51.0%

용매

carbon tetrachloride

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   온도the mixture was refluxed overnight
3. 3
   온도under heating
4. 4
   기타reaction completion
5. 5
   기타was returned to room temperature
6. 6
   농축concentrated under reduced pressure
7. 7
   기타purified by silica gel column chromatography (hexane/ethyl acetate=19:1)

실험 절차

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%).

출처