HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triazabicyclodecene → 4-methyl-3-p-tolyl-1H-pyrrole-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triazabicyclodecene | HCID 79873 | — |
| Reactant | Ethyl isocyanoacetate | HCID 533707 | — |
| Reactant | 4-Methyl-beta-ethyl-beta-nitrostyrene | HCID 66883569 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-methyl-3-p-tolyl-1H-pyrrole-2-carboxylic acid ethyl ester | HCID 15613243 | 85% |
Reaction Steps
1,5,7-Triazabicyclo[4.4.0]dec-5-ene on polystyrene (5.36 g, 2.6 mmol/g, 13.9 mmol) was added to a reaction mixture of 4-methyl-β-ethyl-β-nitrostyrene (1.23 g, 6.94 mmol) and isocyanoacetic acid ethyl ester (788 mg, 6.90 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-p-tolyl-1H-pyrrole-2-carboxylic acid ethyl ester (1.42 g, 85% 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-eea1f965d4cf40fe8f05ff38e951ec8b |
| Source note | uspto-grants-2011_06 |