HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate | HCID 14643811 | — |
| Reactant | 3-Quinolinylmethylphosphonate | HCID 86638102 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 1-methyl-4-[(E)-2-(3-quinolinyl)ethenyl]-1H-pyrrole-2-carboxylate | HCID 67392785 | — |
Reaction Steps
3-Quinolinylmethylphosphonate (0.503 g, 1.93 mmol; see step (iii) above) was dissolved in anhydrous THF (2 mL) and NaH (0.273 g, 11.37 mmol) was then added in small portions to the solution and the resulting mixture was then aged for an additional 10 min. Ethyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate (0.313 g, 1.92 mmol; see Preparation 11 above) in anhydrous THF (3 mL) was added dropwise and the solution allowed to stir for 16 h. Water (5 mL) was added to the mixture (dropwise initially) during which time the sub-title compound precipitated as a yellow solid (0.201 g, 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012967B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-a3f9bbab02e5434083abe9aabad66fed |
| Source note | uspto-grants-2011_09 |