Hydrochloric Acid → Benzamide

Temperature

60 °C

Hydrogen peroxide (0.5 mL of a 30% by weight solution) was added to a mixture of the benzonitrile (0.50 g, 1.4 mmol), 0.7 mL of 10 N aqueous sodium hydroxide and 3 mL of ethanol. The reaction was exothermic with gas evolution and formation of a white precipitate. After a few minutes, the mixture was carefully heated under a reflux condenser in an oil bath at 60° C. for three hours. After cooling to room temperature, 6 N aqueous hydrochloric acid was added to adjust the pH to 8. The mixture was evaporated to dryness under vacuum, and the residue was extracted between ethyl acetate and pH 8 buffer solution. The organic layer was washed with pH 8 buffer and brine, dried over sodium sulfate, and the solvent was evaporated to give 0.42 g (79%) of (±)-3-((αR*)-α-((2S*, 5R*)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)benzamide as a bright yellow solid.

1. waitAfter a few minutes
2. temperatureAfter cooling to room temperature
3. customThe mixture was evaporated to dryness under vacuum
4. extractionthe residue was extracted between ethyl acetate and pH 8 buffer solution
5. washThe organic layer was washed with pH 8 buffer
6. dry with materialbrine, dried over sodium sulfate
7. customthe solvent was evaporated

ORD record

ord-aa4b4164288e443d8474ee5b86c26a6b

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05985880