4-Hydroxybenzaldehyde → N-[(4-Hydroxyphenyl)methyl]formamide

Temperature

189 °C

4-hydroxybenzaldehyde (1.22 g or 10 mmol), formamide (22.72 g or 20.03 mL) and formic acid (2.43 g or 2 mL) were placed into a 50 mL round bottom flask equipped with a thermometer, a reflux condenser, a magnetic stirrer and a heating mantle. The reaction mixture was heated to 189° C. The heating was immediately turned off; the reaction flask was quickly raised from the heating mantle and allowed to cool to room temperature. The TLC conducted on the cold reaction mixture confirmed that the reaction was complete. The reaction mixture was diluted with 50 ml of water and extracted with ethyl acetate. The extract was dried with sodium sulfate and the solvent was evaporated to produce 1.17 g (77.1%) of 4-hydroxybenzylformamide (IV).

1. customequipped with a thermometer, a reflux condenser, a magnetic stirrer
2. temperaturethe reaction flask was quickly raised from the heating mantle
3. temperatureto cool to room temperature
4. customThe TLC conducted on the cold reaction mixture
5. extractionextracted with ethyl acetate
6. dry with materialThe extract was dried with sodium sulfate
7. customthe solvent was evaporated

ORD record

ord-2e93053d251a43d9ad171f543479c15f

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08710268B2