HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Kojic Acid | HCID 3840 | — |
| Reactant | 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one | HCID 901598 | — |
| Reactant | Guaiacylglycerol-beta-guaiacyl ether | HCID 6424189 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-(Benzyloxy)-2-(hydroxymethyl)-1,4-dihydropyridin-4-one | HCID 2801564 | — |
Reaction Steps
A mixture of 5-benzyloxy-2-hydroxymethyl-4-pyrone (prepared from Kojic acid by the method of D. Erol, J. Med. Chem., 1994, 29, 893) (9.7 g, 40 mmol), concentrated aqueous (880) ammonia (100 mL), and ethanol (20 mL) was heated to reflux overnight. The mixture was allowed to cool to room temperature then filtered. The resultant solid was washed with ether and dried in vacuo (5.9 g); MS (APCI+) m/z 232 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605169B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-4a33affb45054d03a1ddac0a88762632 |
| Source note | uspto-grants-2009_10 |