HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen chloride-ethyl acetate → Ethyl 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | Ethyl 2-cyano-4-(2-fluorophenyl)-4-oxobutanoate | HCID 66924657 | — |
| Product | Ethyl 2-chloro-5-(2-fluorophenyl)-1H-pyrrole-3-carboxylate | HCID 66924835 | 53% |
Reaction Steps
A mixture of ethyl 2-cyano-4-(2-fluorophenyl)-4-oxobutanoate (19.3 g) and 4 mol/L hydrogen chloride-ethyl acetate solution (100 mL) was stirred at room temperature for 18 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=10:1→3:1) to give the title compound as a brown solid (yield 8.76 g, 53%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977488B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-809d098f7a054b02ba936a784f525849 |
| Source note | uspto-grants-2011_07 |