HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → diethyl 1H-pyrrole-2,5-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | ethyl 5-formyl-1H-pyrrole-2-carboxylate | HCID 321485 | — |
| Catalyst | Manganese dioxide | HCID 14801 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | diethyl 1H-pyrrole-2,5-dicarboxylate | HCID 21025083 | 76.7% |
Reaction Steps
To a mixture of 406A (167 mg, 1.0 mmol), KCN (325.6 mg, 5.0 mmol) in anhydrous EtOH (20 ml) was added AcOH (85.9 μl, 1.5 mmol) followed by activated MnO2 (1.643 g, 20 mmol). The reaction was stirred overnight. After workup, the residue was purified by silica gel flash column chromatography to give 406B (162 mg, 77%) as a pinkish solid (25% EtOAc—hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030112B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-73c257903a4e4b13ab81a84fd824f0af |
| Source note | uspto-grants-2006_04 |