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

Base Information

• Chemical Name: 4-(4-FLUOROPHENYL)-1H-PYRROLE-3-CARBOXYLIC ACIDETHYL ESTER
• CAS No.: 191668-10-7
• Molecular Formula: C12H10FNO2
• Molecular Weight: 233.242
• Mol file: 191668-10-7.mol

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

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

Chemical Property:

• Melting Point: 121 - 123 °C (cyclohexane)
• PSA: 42.09000
• LogP: 2.99750

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 4-(4-FLUOROPHENYL)-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: 95.0%

N-(ethoxycarbonylmethyl)pyridinium bromide (17282-40-5) + 4-fluorobenzaldehyde (459-57-4) → ethyl 4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (191668-10-7)

Guidance literature:

With sodium azide; L-valine; at 20 ℃; for 20h;

Reference yield: 81.0%

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + ethyl 4-fluorocinnamate (136265-10-6,352-03-4,24393-50-8) → ethyl 4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (191668-10-7)

Guidance literature:

With sodium hydride; In diethyl ether; dimethyl sulfoxide; at 20 ℃; for 0.0833333h;

Reference yield:

[(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) + ethyl 4-fluorocinnamate (24393-50-8,136265-10-6,352-03-4) → ethyl 4-(4-fluorophenyl)-1H-pyrrole-3-carboxylate (191668-10-7)

Guidance literature:

With sodium tert-pentoxide; In toluene; at 0 - 20 ℃; for 5h; Green chemistry;

DOI:10.1021/op7002826

upstream raw materials:

[(p-methylphenyl)sulfonylmethyl]isonitrile

ethyl 4-fluorocinnamate

4-fluorobenzaldehyde

ethyl 4-fluorocinnamate

Downstream raw materials:

1-allyl-4-(4-fluoro-phenyl)-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

4-(4-fluoro-phenyl)-1-methyl-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

4-(4-fluoro-phenyl)-1H-pyrrole-3-carboxylic acid methyl-naphthalen-1-ylmethyl-amide

1-allyl-4-(4-fluoro-phenyl)-1H-pyrrole-3-carboxylic acid

Refernces

• 1、 Chang, Jay Hyok,Shin, Hyunik. "Practical one-pot syntheses of ethyl 4-substituted-1 H-pyrrole-3- carboxylates from aldehydes". . p. 291 - 293. Retrieved 2013/01/03.