反应详情

A mixture of 2-chloro-4-methylbenzonitrile (5.5 g, 36.28 mmol), conc. sulfuric acid (30 mL) and ethanol (30 mL) was heated under reflux for 22 hr. The reaction mixture was ice-cooled, and neutralized with 8N aqueous sodium hydroxide solution, and ethanol was evaporated. The residue was extracted with ethyl acetate, and the extract was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was diluted with ethyl acetate-hexane (1:10, 120 mL). The insoluble material was filtered off, and the filtrate was under reduced pressure and concentrated to give the title compound (3.23 g, 45%) as a pale-brown liquid.

1. temperaturewas heated
2. temperatureunder reflux for 22 hr
3. temperaturecooled
4. customwas evaporated
5. extractionThe residue was extracted with ethyl acetate
6. washthe extract was washed with brine
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. additionThe residue was diluted with ethyl acetate-hexane (1:10, 120 mL)
10. filtrationThe insoluble material was filtered off
11. concentrationconcentrated