HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 53700113, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | Ethyl 4-oxo-4-(4-pyridyl)butyrate | HCID 10943675 | — |
| 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 53700113 | HCID 53700113 | 92% |
Reaction Steps
After a mixture of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyloxyamine (500 mg), ethyl 4-oxo-4-(4-pyridyl)butyrate (367 mg), acetic acid (0.276 ml), sodium acetate (264 mg) and ethanol (20 ml) was heated to reflux for 15 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-(4-pyridyl)butyrate (740 mg, yield 92%) 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 | US06495581B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-669da6297fed4fb8a255875bd1677562 |
| Source note | uspto-grants-2002_12 |