HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 22013889, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Diisopropyl malonate | HCID 83223 | — |
| Reactant | 4-[2-(5-Methyl-2-phenyloxazol-4-yl)ethoxy]benzaldehyde | HCID 10757106 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 22013889 | HCID 22013889 | 88% |
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 diisopropyl malonate (1.88 g, 10 mmol), acetic acid (300 mg) and piperidine (425 mg). While removing water through Dean-Stark trap, the mixture was refluxed under heating. Eight hours later, toluene was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (developing solvent; hexane:ethyl acetate=75:25) and the fraction containing the objective substance was concentrated under reduced pressure to give the title compound (4.2 g, yield 88%) 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-ecfa2bd806f941b0acffa5230ebdfe50 |
| Source note | uspto-grants-2001_03 |