128259-47-2

Basic information

• Product Name: 1-BENZYLPYRROLE-3-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: 1-BENZYLPYRROLE-3-CARBOXYLIC ACID ETHYL ESTER;ETHYL 1-BENZYLPYRROLE-3-CARBOXYLATE
• CAS NO: 128259-47-2
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.27
• Mol File: 128259-47-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 339.811 °C at 760 mmHg
• Flash Point: 159.312 °C
• Appearance: /
• Density: 1.11
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5560-1.5600
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 1-BENZYLPYRROLE-3-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYLPYRROLE-3-CARBOXYLIC ACID ETHYL ESTER(128259-47-2)
• EPA Substance Registry System: 1-BENZYLPYRROLE-3-CARBOXYLIC ACID ETHYL ESTER(128259-47-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 128259-47-2(Hazardous Substances Data)

Usage

Uses

Ethyl 1-Benzylpyrrole-3-carboxylate is used as a reactant in the preparation of furo-, thieno-, and pyrroloazepines.

Synthesis Reference(s)

Synthesis, p. 753, 1990 DOI: 10.1055/s-1990-27004

InChI:InChI=1/C14H15NO2/c1-2-17-14(16)13-8-9-15(11-13)10-12-6-4-3-5-7-12/h3-9,11H,2,10H2,1H3

Upstream product

• 37964-17-3 pyrrole-3-carboxylic acid ethyl ester 
• 100-39-0 benzyl bromide 
• 29897-82-3 N-benzylpyrrolidine 
• 140-88-5 ethyl acrylate 
• 100-46-9 benzylamine 
• 1027-35-6 1-Benzyl-4-oxo-pyrrolidine-3-carboxylic Acid Ethyl Ester 
• 795-18-6 3-(benzyl-ethoxy-carbonylmethyl-amino)-propionic acid ethyl ester 
• 3783-61-7 diethyl 2-azabutane-1,4-dicarboxylate 
• 128259-46-1 ethyl 1-benzyl-2,5-dihydro-1H-pyrrole-3-carboxylate 
• 5747-92-2 1-benzyl-3-carboethoxypyrrolidine 

Downstream Products

• 18159-17-6 1-benzyl-1H-pyrrole-3-carboxylic acid 
• 56559-61-6 ethyl 1-benzyl-1H-indole-3-carboxylate 
• 84092-58-0 (1-benzyl-1H-pyrrol-3-yl)methanol 

Relevant articles and documents

Direct synthesis of: N -aryl/alkyl 3-carbonylpyrroles from the Morita-Baylis-Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine

N-Aryl/alkyl 3-carbonylpyrroles are ubiquitous in compounds of biological and material significance, whereas their synthesis traditionally requires a multistep protocol. Herein a kalinite catalyzed direct synthesis of N-substituted 3-carbonylpyrroles from a 2,2-dimethoxyacetaldehyde derived Morita-Baylis-Hillman acetate and a primary amine in ethanol is developed. This reaction is scalable and also applicable to the synthesis of JMH-030, JMC-2004 and other bioactive compounds. This journal is

Br?nsted Acid Catalyzed Cyclization of Aminodiazoesters with Aldehydes to 3a'Carboxylatea'Na'Heterocycles

A Br?nsted acid catalyzed cyclization of aminodiazoesters with aldehydes is described. This reaction features broad substrate generality and functional group compatibility, affording a wide range of 5a'7-membered 3-carboxylate-N-heterocycles containing different functional groups. The title products are able to be further elaborated through simple functional group transformations to produce synthetically useful N-heterocycles.

Synthetic method of pyrrole-3-formic acid ester compound

The invention discloses a synthetic method of a pyrrole-3-formic acid ester compound and belongs to the field of organic synthesis technology. The main point of the scheme is as follows: according to the synthetic method of the pyrrole-3-formic acid ester compound, a dihydropyrrole-3-formic acid ester compound is dissolved in a solvent, and in the presence of an oxidizing agent, reacts at the temperature of 60-120 DEG C so as to prepare the pyrrole-3-formic acid ester compound. In comparison with the prior art, the invention has the following advantages: (1) by the adoption of one-step reaction, waste emission is decreased and environmental burden is reduced; (2) by using oxygen or air as the oxidizing agent, the condition is green and environment-friendly; (3) the reaction is carried out at the temperature of minus 120 DEG C, condition is mild, and operation is simple; (4) the application range of a substrate is wide; and (5) atom economy of the reaction is high.