HuagongsheHuagongshe Chemistry Print Report · For research reference only
Kojic Acid → 4H-Pyran-4-one, 2-(hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Kojic Acid | HCID 3840 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4H-Pyran-4-one, 2-(hydroxymethyl)-5-[(4-methoxyphenyl)methoxy]- | HCID 10491698 | 75% |
Reaction Steps
To a stirred slurry of kojic acid (500 g, 3.518 mol) in dry DMF (5 L) was added dry potassium carbonate (972 g, 7.036 mol) followed by 4-methoxy benzyl chloride (661 g, 4.221 mol) at 0° C. The reaction mixture was warmed to room temperature and then heated at 80° C. for 3 hours. After cooling to room temperature the reaction mixture was poured into ice cold water (15 L) and stirred vigorously. The precipitate was collected by filtration and dried under vacuum to afford the title compound as a pale brown solid (687 g, 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309245B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6de0d862a66c47c98d78328a88117be9 |
| Source note | uspto-grants-2016_04 |