HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydroquinone → N-(2-Fluorophenyl)-2-(4-hydroxyphenoxy)-N-methylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydroquinone | HCID 785 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18183268 | HCID 18183268 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(2-Fluorophenyl)-2-(4-hydroxyphenoxy)-N-methylpropanamide | HCID 18183267 | 86.4% |
Reaction Steps
N-(2-fluorophenyl)-N-methyl-2-bromo-propionamide(18.2 g, 0.07 mol), hydroquinone(7 g, 0.064 mol), potassium carbonate(10.54 g, 0.076 mol) and tetra-n-butylammonium bromide(1 g) were dissolved in 350 ml of acetonitrile and heated at reflux for 6 hours. The reaction mixture was cooled to room temperature and solid remained during the reaction was filtered out. The filtrate was concentrated under reduced pressure and the crude product was purified by column chromatography(eluent: ethyl acetate/n-hexane=½) to afford 16 g of the target product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06600048B2 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-9c6bfd98356b4e1ea0af081821b69f17 |
| Source note | uspto-grants-2003_07 |