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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413887Generated: October 25, 2026

p-Toluenesulfonic acid → 1-(3-Chlorophenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/413887

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-ChloroanilineHCID 7932—
ReactantEthyl 2-acetyl-4-oxo-4-phenylbutanoateHCID 312893—
SolventEthanolHCID 702—
Product1-(3-Chlorophenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl esterHCID 9881056—

Reaction Steps

m-Chloroaniline (5 mmol, 0.6 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (5 mmol, 1.2 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. Upon completion of the reaction, the crude solid was recrystallized from ethanol to afford the desired product (m.p. 99.6° C.-100.5° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569890B2
Source datasetuspto-grants-2003_05
ORD IDord-1a92e81434ad4c28a34a1392b95e7290
Source noteuspto-grants-2003_05