反应详情

A solution of 2-(3-isopropyl-4-hydroxy-phenoxy)-3-methyl-5-nitrobenzonitrile (215 mg) and stannous chloride (776 mg) in ethanol (5 mL) was refluxed for 2 h, cooled, quenched with saturated aqueous sodium bicarbonate and concentrated in vacuo. The residue was extracted with ethyl acetate, the organics washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was flash chromatographed (40% ethyl acetate/hexanes) to afford 5-amino-2-(3-isopropyl-4-hydroxy-phenoxy)-3-methyl-benzonitrile as a colorless foam (150 mg).

1. temperaturecooled
2. customquenched with saturated aqueous sodium bicarbonate
3. concentrationconcentrated in vacuo
4. extractionThe residue was extracted with ethyl acetate
5. washthe organics washed with brine
6. dry with materialdried over sodium sulfate
7. concentrationconcentrated in vacuo
8. customchromatographed (40% ethyl acetate/hexanes)