HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Aminophenol → Benzamide, N-(4-hydroxyphenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Aminophenol | HCID 403 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzamide, N-(4-hydroxyphenyl)- | HCID 459327 | 72% |
Reaction Steps
A solution of benzoyl chloride (2.30 ml, 20.0 mmol) in tetrahydrofuran (25 ml) was added dropwise to a solution of 4-aminophenol (2.18 g, 20.0 mmol) and triethylamine (10 ml) in tetrahydrofuran (75 ml) at ambient temperature and the reaction allowed to stir for a further 18 hours. The reaction was poured into water and the solid material which formed was collected by suction filtration. Recrystallisation from ethyl acetate/isohexane (1:1), followed by solvent evaporation in vacuo, yielded N-benzoyl 4-hydroxyaniline (3.05 g, 72% yield) as a white solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709479B1 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-811cc5c5a00646488df24616dd474c3e |
| Source note | uspto-grants-2010_05 |