反应详情

A mixture of 2-hydroxyimino-2-(3-phenoxyphenyl)acetonitrile (3.00 g), potassium hydroxide (3.40 g), ethanol (15 ml) and water (15 ml) was heated under reflux for 24 hours. The reaction mixture was acidified with 1 N HCl, and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride, dried (MgSO4) and then concentrated. The reaction mixture was dissolved in methanol (30 ml), admixed with concentrated sulfuric acid (a catalytic amount), and then heated under reflux for 24 hours. The reaction mixture was combined with aqueous sodium bicarbonate and extracted with ethyl acetate. The ethyl acetate layer was washed with saturated aqueous sodium chloride, dried (MgSO4) and then concentrated. The residue was subjected to column chromatography on silica gel to obtain methyl Z-2-hydroxyimino-2-(3-phenoxyphenyl)acetate (1.14 g, yield 33%) as an oil from a fraction eluted with ethyl acetate-hexane (1:2, v/v).

1. temperaturewas heated
2. temperatureunder reflux for 24 hours
3. extractionextracted with ethyl acetate
4. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride
5. dry with materialdried (MgSO4)
6. concentrationconcentrated
7. dissolutionThe reaction mixture was dissolved in methanol (30 ml), admixed with concentrated sulfuric acid (a catalytic amount), and
8. temperaturethen heated
9. temperatureunder reflux for 24 hours
10. extractionextracted with ethyl acetate
11. washThe ethyl acetate layer was washed with saturated aqueous sodium chloride
12. dry with materialdried (MgSO4)
13. concentrationconcentrated