反应详情

A mixture of ethyl 2-chloro-3-methylisonicotinate (4.0 g, 20.0 mmol), N-bromosuccinimide (3.7 g, 21.0 mmol), and dibenzoyl peroxide (0.49 g, 2.0 mmol) in carbon tetrachloride (50 mL) is heated at reflux temperature for 2 hours. After cooling to rt, the reaction mixture (suspension) is filtered through a pad of Celite™ (Celite Corporation), and washed with carbon tetrachloride. The filtrate is concentrated to give clear yellow oil. The residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (10:1) to give 4.1 g (73% yield) of the title compound as a clear yellow liquid.

1. temperatureis heated
2. temperatureat reflux temperature for 2 hours
3. filtrationthe reaction mixture (suspension) is filtered through a pad of Celite™ (Celite Corporation)
4. washwashed with carbon tetrachloride
5. concentrationThe filtrate is concentrated
6. customto give clear yellow oil
7. customThe residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (10:1)