HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Propionate → methyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Propionate | HCID 7749 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 1-benzyl-4-methyl-1H-imidazole-2-carbaldehyde | HCID 86639037 | — |
| Reactant | HCID 178519069 | HCID 178519069 | — |
| Product | methyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate | HCID 67260654 | 25% |
Reaction Steps
A mixture of 1-benzyl-4-methyl-1H-imidazole-2-carbaldehyde (450 mg, 2.25 mmol), (E)-4-(benzylideneamino)isobenzofuran-1(3H)-one (640 mg, 2.7 mmol), sodium methanolate (207 mg, 9 mmol) and ethyl propionate (25 mL) were stirred at room temperature overnight. Then the resulting mixture was evaporated under reduced pressure and extracted with ethyl acetate (4×100 mL) and concentrated to give methyl 3-(1-benzyl-4-methyl-1H-imidazol-2-yl)-4-oxo-2-phenyl-1,2,3,4-tetrahydroquinoline-5-carboxylate (250 mg, yield 25%). LC-MS (ESI) m/z: 438 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012976B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-286038318dc046d788906b1fc60f006c |
| Source note | uspto-grants-2011_09 |