HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 53823840, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Ethyl 4-oxo-4-(pyridin-3-yl)butanoate | HCID 4248889 | — |
| Reactant | 4-(5-Methyl-2-phenyl4-oxazolylmethoxy)benzyloxyamine | HCID 22344593 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | HCID 53823840 | HCID 53823840 | 73.3% |
Reaction Steps
After a mixture of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyamine (500 mg), ethyl 4-oxo-4-(3-pyridyl)butyrate (367 mg), acetic acid (0.276 ml), sodium acetate (264 mg) and ethanol (20 ml) was heated to reflux for 20 hours, the mixture was cooled to room temperature. Water was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain ethyl 4-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyimino]-4-(3-pyridyl)butyrate (590 mg, yield 73%) as a colorless oil from an ethyl acetate-hexane (3:2, v/v)-eluted fraction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924300B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-688a59f27e7f4219acdd1f15fde1acde |
| Source note | uspto-grants-2005_08 |