反应详情

A mixture of 4-hydroxy-3-methylbenzaldehyde (530 mg, 3.91 mmol) and hydroxyl ammonium chloride (406 mg, 5.81 mmol) in acetic acid (5 mL) was heated under reflux for 90 minutes. The cooled reaction mixture was then diluted with diethyl ether (30 mL) and washed with water (30 mL). The combined organic solution was washed with brine, dried over magnesium sulfate, concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol, 100:0 to 97.5:2.5, to afford the title compound as a pale yellow oil in 66% yield, 345 mg.

1. temperaturewas heated
2. temperatureunder reflux for 90 minutes
3. customThe cooled reaction mixture
4. washwashed with water (30 mL)
5. washThe combined organic solution was washed with brine
6. dry with materialdried over magnesium sulfate
7. concentrationconcentrated in vacuo
8. customthe residue was purified by column chromatography on silica gel
9. washeluting with dichloromethane