Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethyl [5-(chlorocarbonyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetate | HCID 20464712 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl ether methylene chloride | HCID 21881112 | — |
| Product | HCID 20464782 | HCID 20464782 | 87% |
Reaction Steps
Ethyl 5-chlorocarbonyl-1,4 dimethylpyrrole-2-acetate (29.3 g, 0.12 mol, prepared acc. to U.S. Pat. No. 3,950,355) is dissolved in 150 ml of 1:1 methylene chloride/ether and added over 10 minutes to a solution of pyridine (15 ml) and absolute ethanol (20 ml) in ether (100 ml) with stirring. After addition is complete, 4-N,N-dimethylaminopyridine (300 mg) is added. Stirring is continued for three hours. Ether (250 ml) is then added and deposited solids are removed by filtration. The organic solution is washed with aqueous 1 N HCl (2×100 ml), then brine (100 ml), and the ether layer is dried with magnesium sulfate. The solvent is then removed to give 26.3 g (87%) of ethyl-1,4 dimethyl-5-ethoxycarbonylpyrrole-2-acetate as a low melting red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04440779 |
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| Source dataset | uspto-grants-1984_04 |
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| ORD ID | ord-b3c450f12ec243c695b69eb3665d391a |
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| Source note | uspto-grants-1984_04 |
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