HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Propionate → HCID 67260881, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Propionate | HCID 7749 | — |
| Reactant | 1-Propyl-1H-imidazole-2-carbaldehyde | HCID 4777660 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 178519069 | HCID 178519069 | — |
| Product | HCID 67260881 | HCID 67260881 | 30% |
Reaction Steps
To the mixture of 1-propyl-1H-imidazole-2-carbaldehyde (1.1 g, 8.0 mmol) and (E)-4-(benzylideneamino) isobenzofuran-1(3H)-one (1.7 g, 7.2 mmol) were added in ethyl propionate (50 mL) and then sodium methoxide was added under 0° C. The mixture was stirred overnight at room temperature. The mixture was concentrated and the residue was extracted with ethyl acetate (100 mL×4). The organic layer dried over anhydrous sodium sulfate, purified by chromatography (silica gel, petroleum ether/ethyl acetate=10:1 to 1:1) to give ethyl 4-oxo-2-phenyl-3-(1-propyl-1H-imidazol-2-yl)-1,2,3,4-tetrahydroquinoline-5-carboxylate (770 mg, yield 30%). LC-MS (ESI) m/z: 404 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012976B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4f5ab758c3d448c09e4720341a42566c |
| Source note | uspto-grants-2011_09 |