95838-66-7

Basic information

• Product Name: 1H-Pyrrole-3-carboxylic acid, 2,5-dimethyl-4-(4-methylphenyl)-, ethyl ester
• CAS NO: 95838-66-7
• Molecular Formula: C16H19NO2
• Molecular Weight: 257.332
• Mol File: 95838-66-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole-3-carboxylic acid, 2,5-dimethyl-4-(4-methylphenyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-3-carboxylic acid, 2,5-dimethyl-4-(4-methylphenyl)-, ethyl ester(95838-66-7)
• EPA Substance Registry System: 1H-Pyrrole-3-carboxylic acid, 2,5-dimethyl-4-(4-methylphenyl)-, ethyl ester(95838-66-7)

Safety Data

• Hazardous Substances Data: 95838-66-7(Hazardous Substances Data)

Upstream product

• 36422-59-0 diethyl 4-(4-methylphenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarboxylate 
• 220870-57-5 diethyl 2,6-dimethyl-4-(p-tolyl)pyridine-3,5-dicarboxylate 
• 52287-56-6 1-(p-tolyl)-2-nitropropene 
• 141-97-9 ethyl acetoacetate 

Relevant articles and documents

Ring-contraction of hantzsch esters and their derivatives to pyrrolesviaelectrochemical extrusion of ethyl acetate out of aromatic rings

Electrochemical ring-contraction of HEs and theirs pyridine derivatives is developed to obtain polysubstituted pyrroles. This process provides an orthogonal utilization of Hantzsch esters for the well-documented application as side chain or hydrogen donors. The formal transformation shows an extrusion of ethyl acetate out of the pyridine ring in a single step. In addition to the novel transformation, we also discovered the Lewis acid's intermolecular control of regioselectivity during an intramolecular electrochemical process. The reaction provides a number of polysubstituted pyrroles that have never been accessed, including pharmaceutical intermediates and photoswitches. An unusual 4-electron continuous reduction drives the unprecedented anionic dearomatization/ring-contraction/rearomatization pathway.