反应详情

To a mixture of 1-(4-methylphenyl)pyrrole-2-carbonitrile (546 mg) and aluminum chloride (532 mg) in dichloromethane (10 ml) was added t-butyl chloride (368 mg) in dichloromethane (10 ml) in one portion at 5° C. The mixture was stirred at the same temperature for 20 minutes. The reaction mixture was quenched with 10% hydrochloric acid. The separated organic layer was washed with 10% hydrochloric acid and water, successively, dried, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluted by a mixture of ethyl acetate and n-hexane (1:6) to yield 4-t-butyl-1-(4-methylphenyl)pyrrole-2-carbonitrile (660 mg).

1. customThe reaction mixture was quenched with 10% hydrochloric acid
2. washThe separated organic layer was washed with 10% hydrochloric acid and water
3. customsuccessively, dried
4. concentrationconcentrated in vacuo
5. customThe residue was purified by flash column chromatography on silica gel
6. washeluted by a mixture of ethyl acetate and n-hexane (1:6)