Ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate

Base Information

• Chemical Name: Ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate
• CAS No.: 128843-39-0
• Molecular Formula: C17H17NO3
• Molecular Weight: 283.32
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80376896
• Mol file: 128843-39-0.mol

Synonyms:128843-39-0;ethyl 3-(4-benzoyl-1-methyl-1H-pyrrol-2-yl)acrylate;ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate;DTXSID80376896;FT-0679958;ethyl (E)-3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate

Chemical Property of Ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Melting Point: 96-98°C
• Boiling Point: 455.7°C at 760 mmHg
• Flash Point: 229.4°C
• PSA: 48.30000
• Density: 1.09g/cm³
• LogP: 2.83240
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 283.12084340
• Heavy Atom Count: 21
• Complexity: 399

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 3-(4-benzoyl-1-methyl-1H-pyrrol-2-yl)-acrylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CC1=CC(=CN1C)C(=O)C2=CC=CC=C2

Technology Process of Ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate

There total 5 articles about Ethyl 3-(4-benzoyl-1-methylpyrrol-2-yl)prop-2-enoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-benzoyl-1-methyl-1H-pyrrole-2-carboxaldehyde (128843-58-3) → (E)-3-(4-Benzoyl-1-methyl-1H-pyrrol-2-yl)-acrylic acid ethyl ester (128843-39-0)

Guidance literature:

With potassium carbonate; In ethanol;

DOI:10.1021/jm00172a026

Reference yield:

N-Methylpyrrole (96-54-8) → (E)-3-(4-Benzoyl-1-methyl-1H-pyrrol-2-yl)-acrylic acid ethyl ester (128843-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl chloride / 1,2-dichloro-ethane / 0.25 h / 20 °C

2: AlCl₃ / 1,2-dichloro-ethane / 3 h

3: K₂CO₃ / ethanol / 2 h / 70 °C

With aluminium trichloride; oxalyl dichloride; potassium carbonate; In ethanol; 1,2-dichloro-ethane; 1: Vilsmeier-Haack reaction / 2: Friedel-Crafts reaction / 3: Wittig-Horner reaction;

DOI:10.1021/jm021070e

Reference yield:

N-methylpyrrole aldehyde (1192-58-1) → (E)-3-(4-Benzoyl-1-methyl-1H-pyrrol-2-yl)-acrylic acid ethyl ester (128843-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃ / 1,2-dichloro-ethane / 3 h

2: K₂CO₃ / ethanol / 2 h / 70 °C

With aluminium trichloride; potassium carbonate; In ethanol; 1,2-dichloro-ethane; 1: Friedel-Crafts reaction / 2: Wittig-Horner reaction;

DOI:10.1021/jm021070e

upstream raw materials:

diethoxyphosphoryl-acetic acid ethyl ester

4-benzoyl-1-methyl-1H-pyrrole-2-carboxaldehyde

N-Methylpyrrole

N-methylpyrrole aldehyde

Downstream raw materials:

(E)-3-(4-Benzoyl-1-methyl-1H-pyrrol-2-yl)-acrylic acid