Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 4-formyl-2,5-dimethyl-1H-pyrrole-3-carboxylate | HCID 2798463 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86760642 | HCID 86760642 | — |
Reaction Steps
Methyl 2,5-dimethyl-4-formyl-pyrrole-3-carboxylate (500 mg) in THF (5 ml) under nitrogen was added to a suspension of sodium hydride (120 mg of 60% oil dispersion) in dry THF (10 ml). When effervescence had ceased the suspension was cooled to 10° C., and benzyl chloroformate (0.437 ml) was added. After stirring at room temperature for 4 h, ethanol (0.5 ml) was added and then the reaction was poured into water. Extraction into ethyl acetate, washing the extracts with brine, drying and evaporation gave the crude product. Purification by chromatography (SiO2/30%-50% ethyl acetate in isohexane) afforded the subtitle compound (0.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07361660B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-42f87498b5b249dc91d11bfc87f4a688 |
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| Source note | uspto-grants-2008_04 |
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