1H-Pyrrole-2-carboxylic acid, 4-methyl-5-phenyl-, ethyl ester

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxylic acid, 4-methyl-5-phenyl-, ethyl ester
• CAS No.: 65117-72-8
• Molecular Formula: C14H15NO2
• Molecular Weight: 229.279
• Mol file: 65117-72-8.mol

Synonyms:

Chemical Property of 1H-Pyrrole-2-carboxylic acid, 4-methyl-5-phenyl-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole-2-carboxylic acid, 4-methyl-5-phenyl-, ethyl ester

There total 7 articles about 1H-Pyrrole-2-carboxylic acid, 4-methyl-5-phenyl-, ethyl ester 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: 85.0%

1-Phenylprop-1-yne (673-32-5) + ethyl 2-acetamidoacrylate (23115-42-6) → ethyl 4-methyl-5-phenyl-1H-pyrrole-2-carboxylate (65117-72-8)

Guidance literature:

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate; In methanol; dichloromethane; at 100 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol303159h

Reference yield: 69.0%

(E)-1-phenylpropan-1-one O-acetyl oxime (1426021-96-6) + 2-(trimethylsilyloxy)acrylic acid ethyl ester (98253-69-1) → ethyl 4-methyl-5-phenyl-1H-pyrrole-2-carboxylate (65117-72-8)

Guidance literature:

With iron(II) chloride; In acetonitrile; at 80 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1002/chem.201605636

Reference yield:

2-oxo-propionic acid ethyl ester (617-35-6) → ethyl 4-methyl-5-phenyl-1H-pyrrole-2-carboxylate (65117-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methoxy-phenol; toluene-4-sulfonic acid / toluene / 26 h / Inert atmosphere; Reflux

2: silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate / methanol; dichloromethane / 12 h / 100 °C / Inert atmosphere

With silver hexafluoroantimonate; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; copper(II) acetate monohydrate; toluene-4-sulfonic acid; 4-methoxy-phenol; In methanol; dichloromethane; toluene;

DOI:10.1021/ol303159h

upstream raw materials:

1-Phenylprop-1-yne

ethyl 2-acetamidoacrylate

2-oxo-propionic acid ethyl ester

propiophenone oxime