반응 #313001

반응 방정식

4-hydroxy-3-methylbenzaldehyde

hydroxyl ammonium chloride

→

title compound

수율 66.0%

4-Hydroxy-3-methylbenzonitrile

수율 66.0%

용매

diethyl ether

acetic acid

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도under reflux for 90 minutes
3. 3
   기타The cooled reaction mixture
4. 4
   세척washed with water (30 mL)
5. 5
   세척The combined organic solution was washed with brine
6. 6
   건조dried over magnesium sulfate
7. 7
   농축concentrated in vacuo
8. 8
   기타the residue was purified by column chromatography on silica gel
9. 9
   세척eluting with dichloromethane

실험 절차

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.

출처