Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tin tetrachloride | HCID 24287 | — |
| Reactant | 1,2-dimethylpyrrole | HCID 3826198 | — |
| Reactant | HCID 86739290 | HCID 86739290 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 20469098 | HCID 20469098 | 50% |
Reaction Steps
Ten mmole (0.95 g) of 1,2-dimethyl-pyrrole and an equivalent amount of t-butyl 1,4-dimethyl-5-chlorocarbonyl-2-pyrrole acetate were dissolved in 10 ml of methylene chloride and stirred at 0° C. under nitrogen atmosphere. Three grams (12 mmole) of SnCl4 in 10 ml methylene chloride was added dropwise and the resulting mixture was stirred at room temperature for three hours followed by pouring into 25 ml 6 N HCl at 0° C. with vigorous stirring. The resulting suspension was extracted three times with 20 ml portions of methylene chloride. The crude extract was column chromatographed and crystallized from ether/hexane to give 1.6 g (50%) of t-butyl 1,4-dimethyl-5-(1,5-dimethylpyrrol-2-oyl)pyrrole-2-acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04434175 |
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| Source dataset | uspto-grants-1984_02 |
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| ORD ID | ord-16040c41e5e044e198b4460cbf1a3174 |
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| Source note | uspto-grants-1984_02 |
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