HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67548609, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 67547587 | HCID 67547587 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67548609 | HCID 67548609 | 40.8% |
Reaction Steps
To a solution of the resulting crude product of ethyl 3-[(5-benzo[b]furoyl)amino]-4-(5-chlorothiophen-3-yl)-4-oxobutyrate (896 mg) in N,N-dimethylformamide (7 ml) was added phosphoryl chloride (0.48 ml) at room temperature, and the mixture was stirred at the same temperature overnight. To the reaction mixture was added water, the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The resulting residue was purified by silica gel column chromatography (solvent: hexane:acetone=7:1), and then, triturated with diethyl ether to obtain ethyl 2-(5-benzo[b]furyl)-5-(5-chloro-thiophen-3-yl)oxazol-4-ylacetate (349 mg) as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07759373B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-1478d739be3444a78e123c3046180ba9 |
| Source note | uspto-grants-2010_07 |