반응 #46183

반응 방정식

1-chloro-2-methoxy-4-methyl-benzene

NBS

AIBN

→

4-bromomethyl-1-chloro-2-methoxy-benzene

수율 92.0%

용매

CCl4

반응 조건

후처리

1. 1
   온도The mixture was heated
2. 2
   온도at reflux for 3 hours
3. 3
   기타The solvent was evaporated under vacuum
4. 4
   기타the residue was purified by column chromatography on silica gel (Petroleum Ether/EtOAc=20:1)

실험 절차

To a solution of 1-chloro-2-methoxy-4-methyl-benzene (50 g, 0.32 mol) in CCl4 (350 mL) was added NBS (57.2 g, 0.32 mol) and AIBN (10 g, 60 mmol). The mixture was heated at reflux for 3 hours. The solvent was evaporated under vacuum and the residue was purified by column chromatography on silica gel (Petroleum Ether/EtOAc=20:1) to give 4-bromomethyl-1-chloro-2-methoxy-benzene (69 g, 92%). 1H NMR (400 MHz, CDCl3) δ 7.33-7.31 (m, 1H), 6.95-6.91 (m, 2H), 4.46 (s, 2H), 3.92 (s, 3H).

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