HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triazabicyclodecene → 1H-Pyrrole-2-carboxylic acid, 4-methyl-3-phenyl-, ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | Ethyl isocyanoacetate | HCID 533707 | — |
| Reactant | 1-Phenyl-2-nitropropene | HCID 1549520 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1H-Pyrrole-2-carboxylic acid, 4-methyl-3-phenyl-, ethyl ester | HCID 10704591 | 89.2% |
Reaction Steps
1,5,7-Triazabicyclo[4.4.0]dec-5-ene on polystyrene (4.7 g, 2.6 mmol/g, 12.2 mmol) was added to a reaction mixture of trans-β-methyl-β-nitrostyrene (997 mg, 6.11 mmol) and isocyanoacetic acid ethyl ester (691 mg, 6.11 mmol) in isopropanol (5 mL) and THF (5 mL) and the reaction mixture was stirred overnight at RT under nitrogen as protective gas. The reaction mixture was filtered out and the residue washed with isopropanol and THF. The desired product 4-methyl-3-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (1.25 g, 89% of theoretical) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968591B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-9893b2eebf384016b56aa111ff2d94d4 |
| Source note | uspto-grants-2011_06 |