HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-(5-Acetyl-2-hydroxyphenyl)ethanimidic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 4-Hydroxy-3-Nitroacetophenone | HCID 138723 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-Acetyl-2-hydroxyphenyl)ethanimidic acid | HCID 283886 | — |
Reaction Steps
A solution of 1-(4-hydroxy-3-nitro-phenyl)-ethanone (10 g) in methanol, DMF (50 ml) and acetic anhydride (10 ml) was hydrogenated using 10% Pd—C (0.45 g) for 2 h at 30 psi. The catalyst was filtered off. The filtrate was concentrated (5 ml) and treated with EtOAc (100 ml) to obtain the title compound, which was filtered, washed with EtOAc (10 ml) and dried. Yield, 9.1 g (85%); mp, >215° C.; MS (EI): 193 (M+), 151, 136, 108.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964628B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-b5c8308542944902a7c838c91912253e |
| Source note | uspto-grants-2011_06 |