Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 13179842 | HCID 13179842 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 13179843 | HCID 13179843 | 84% |
Reaction Steps
A solution of methyl 1,4-dimethylpyrrole-2-carboxylate (2.5 g, 0.016 m) in 20 ml of dried 1,2-dichloroethane was added over two minutes to a stirred mixture of phosphorous oxychloride (2.3 ml) and dried, N,N-dimethylformamide (1.94 ml) in 50 ml of dichloroethane, and the resultant mixture heated at 90° C. (bath temperature) for 45 minutes. The cooled reaction mixture was treated with excess ice-water and ether, 10% aqueous sodium carbonate (50 ml) added, the ether layer removed and the aqueous phase re-extracted two times with fresh ether, and the combined ether layers washed well with water and dried over anhydrous sodium sulfate. Concentration of the ether solution yielded 2.48 g (84%) of methyl 1,4-dimethyl-5-formylpyrrole-2-carboxylate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04380645 |
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| Source dataset | uspto-grants-1983_04 |
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| ORD ID | ord-73c9fb187a6644a68ec7ffdaf3f34f4b |
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| Source note | uspto-grants-1983_04 |
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