HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl isobutyrylacetate → Ethyl 4-(4-fluorophenyl)-2-isopropylpyrrole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl isobutyrylacetate | HCID 81583 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 2-Amino-1-(4-fluorophenyl)ethan-1-one hydrochloride | HCID 13290666 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 4-(4-fluorophenyl)-2-isopropylpyrrole-3-carboxylate | HCID 19889902 | 51.3% |
Reaction Steps
A mixture of 6.85 g (43.3 mmol) of ethyl isobutyrylacetate, 10.69 g (56.3 mmol) of 2-amino-4'-fluoracetophenone hydrochloride, 16.3 ml of acetic acid, 6.04 g of sodium acetate, and 10.8 ml of water is refluxed for 4 hours. After cooling, the reaction mixture is adjusted to pH 8 with saturated NaHCO3 and extracted with ether. The extract, 8.36 g, is subjected to column chromatography with silica gel, eluting with methylene chloride to give 6.12 g (Yield:51.3%) of the compound 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05128366 |
| Source dataset | uspto-grants-1992_07 |
| ORD ID | ord-8b5c83b87e6945c3bfaaba623374d81c |
| Source note | uspto-grants-1992_07 |