反应详情

To a solution of methyl 6-methylnicotinate (6.3 g) in carbon tetrachloride (100 mL) is added successively N-bromosuccinimide (8.9 g) and 2,2′-azobisisobutyronitrile (342 mg), and the mixture is refluxed under heating for 6 hours. After cooling to room temperature, to the reaction mixture is added n-hexane (300 mL) and the insoluble materials are removed by filtration. The filtrate is concentrated in vacuo and the resultant crude product is purified by column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=10:1) and stirred in n-hexane to give methyl 6-(bromomethyl)nicotinate (3.4 g, yield; 35%) as colorless crystals.

1. temperaturethe mixture is refluxed
2. temperatureunder heating for 6 hours
3. customthe insoluble materials are removed by filtration
4. concentrationThe filtrate is concentrated in vacuo
5. customthe resultant crude product is purified by column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=10:1)