HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 10691755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 4-[2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy]benzaldehyde | HCID 10757106 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10691755 | HCID 10691755 | 60% |
Reaction Steps
To a solution of 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzaldehyde (3.07 g, 10 mmol) synthesized according to the method described in WO95/18125 in toluene (40 ml) were added 2,4-pentanedione (1.2 g, 12 mmol), acetic acid (300 mg) and piperidine (425 mg). While removing water through Dean-Stark trap, the mixture was refluxed under heating. Five hours later, toluene was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (developing solvent; hexane:ethyl acetate=1:1) and the fraction containing the objective substance was concentrated under reduced pressure to give the title compound (2.3 g, yield 60%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06204277B1 |
| Source dataset | uspto-grants-2001_03 |
| ORD ID | ord-a60d625c40534a71ab51a73b99f7beb7 |
| Source note | uspto-grants-2001_03 |