반응 #2487439

반응 방정식

2-fluoro-3-methylbenzonitrile

NBS

AIBN

→

crude material

3-(Bromomethyl)-2-fluorobenzonitrile

용매

1,2-dichloroethane

반응 조건

후처리

1. 1
   기타After complete consumption of the starting material (by TLC)
2. 2
   온도the reaction mixture was cooled to RT
3. 3
   기타The volatiles were removed under reduced pressure

실험 절차

To a stirred solution of 2-fluoro-3-methylbenzonitrile (200 mg, 1.5 mmol) in 1,2-dichloroethane (30 ml) was added NBS (266 mg, 1.49 mmol) and AIBN (29 mg, 0.15 mmol) at RT. The reaction mixture was then heated to 80° C., and the reaction mixture was stirred for 2 h. After complete consumption of the starting material (by TLC), the reaction mixture was cooled to RT. The volatiles were removed under reduced pressure to obtain the crude material. Purification by silica gel column chromatography eluting with 2-3% EtOAc/hexane afforded compound I-6 (250 mg, 1.15 mmol, 78%) as colorless liquid. 1H NMR (500 MHz, CDCl3): δ 7.69-7.65 (m, 1H), 7.62-7.58 (m, 1H), 7.28-7.25 (m, 1H), 4.50 (s, 2H).

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