HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → methyl 2-chloro-5-(2-fluorophenyl)-4-methyl-1H-pyrrole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | Methyl 2-cyano-4-(2-fluorophenyl)-3-methyl-4-oxobutanoate | HCID 66924807 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | methyl 2-chloro-5-(2-fluorophenyl)-4-methyl-1H-pyrrole-3-carboxylate | HCID 66924695 | 58% |
Reaction Steps
To a solution of methyl 2-cyano-4-(2-fluorophenyl)-3-methyl-4-oxobutanoate (31.0 g) in ethyl acetate (30 mL) was added 4 mol/L hydrogen chloride-ethyl acetate solution (150 mL), and the mixture was stirred at room temperature for 2 days. To the reaction mixture was added water (200 mL), and the mixture was extracted with ethyl acetate. The extract was washed with water (twice) and saturated aqueous sodium hydrogencarbonate solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was recrystallized from ethyl acetate to give the title compound as white crystals (yield 19.3 g, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048909B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-52260424307148f8b1a18e4e309ea910 |
| Source note | uspto-grants-2011_11 |