Ethanol → 4-Benzyloxy-benzaldehyde oxime

4-benzyloxybenzaldehyde (4.24 g, 20 mmol) was dissolved with stirring in a mixed solution of ethanol and water (3:1, 100 ml) at 0.2 M. To this added were NH2OH.HCl (2.78 g, 40 mmol) and sodium acetate (2.46 g, 30 mmol,) and the mixture was stirred at room temperature for about 30 minutes. The completion of the reaction was confirmed by liquid chromatography, and then water and ethanol were distilled under reduced pressure to obtain a pale yellow solid compound. The solid compound was extracted three times with water and ethyl acetate, the organic solvent layer was distilled off under reduced pressure, and then a crude compound was recrystallized from ethyl acetate/hexane (1:10) to obtain a white solid compound. The following reaction was performed on the thus-obtained solid without further purification.

1. distillationwater and ethanol were distilled under reduced pressure
2. customto obtain a pale yellow solid compound
3. extractionThe solid compound was extracted three times with water and ethyl acetate
4. distillationthe organic solvent layer was distilled off under reduced pressure
5. customa crude compound was recrystallized from ethyl acetate/hexane (1:10)
6. customto obtain a white solid compound
7. customThe following reaction
8. customwas performed on the thus-obtained solid without further purification

ORD record

ord-3c8ee09b17494a52a92d70012625abd1

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08828992B2