Reaktion #2487439

Reaktionsgleichung

2-fluoro-3-methylbenzonitrile

NBS

AIBN

→

crude material

3-(Bromomethyl)-2-fluorobenzonitrile

Lösungsmittel

1,2-dichloroethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle