4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER

Base Information

• Chemical Name: 4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER
• CAS No.: 191668-07-2
• Molecular Formula: C13H13NO2
• Molecular Weight: 229.279
• Mol file: 191668-07-2.mol

Synonyms:4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER

Chemical Property of 4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER

Chemical Property:

• PSA: 42.09000
• LogP: 3.16680

Purity/Quality:

ethyl4-(p-tolyl)-1H-pyrrole-3-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER

There total 2 articles about 4-(4-METHYLPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL 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: 74.0%

ethyl (E)-3-(4-methylphenyl)acrylate (97585-04-1,20511-20-0,24393-49-5) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → ethyl 4-(4-methylphenyl)-1H-pyrrole-3-carboxylate (191668-07-2)

Guidance literature:

With sodium hydride; In diethyl ether; dimethyl sulfoxide; for 3h; Heating / reflux;

Reference yield: 71.0%

ethyl p-methylcinnamate (20511-20-0) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → ethyl 4-(4-methylphenyl)-1H-pyrrole-3-carboxylate (191668-07-2)

Guidance literature:

ethyl p-methylcinnamate; [(p-methylphenyl)sulfonylmethyl]isonitrile; With sodium hydride; In diethyl ether; dimethyl sulfoxide; at 20 ℃; for 5h;

With water; In diethyl ether; dimethyl sulfoxide;

DOI:10.1021/jo9025572

Reference yield: 100.0%

allyl bromide (106-95-6) + ethyl 4-(4-methylphenyl)-1H-pyrrole-3-carboxylate (191668-07-2) → 1-allyl-4-p-tolyl-1H-pyrrole-3-carboxylic acid ethyl ester (191668-13-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

upstream raw materials:

ethyl (E)-3-(4-methylphenyl)acrylate

[(p-methylphenyl)sulfonylmethyl]isonitrile

ethyl p-methylcinnamate

Downstream raw materials:

1-allyl-4-p-tolyl-1H-pyrrole-3-carboxylic acid ethyl ester

1-methyl-4-p-tolyl-1H-pyrrole-3-carboxylic acid ethyl ester

3-(4-methylphenyl)pyrrole

1-methyl-4-p-tolyl-1H-pyrrole-3-carboxylic acid

Refernces

• 1、 -. "De novo synthesis of bacteriochlorins". Page/Page column 25; 28. . Retrieved 2008/06/13.
• 2、 Di Santo, Roberto,Costi, Roberta,Artico, Marino,Massa, Silvio,Musiu, Chiara,Milia, Carlo,Putzolu, Monica,La Colla, Paolo. "N-(1-naphthylmethyl)-N-(1-alkyl-4-aryl-1H-pyrrol-3-yl methyl)methylamines related to naftifine. Synthesis and antifungal activity". . p. 98 - 108. Retrieved 2007/10/03.