ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate

Base Information

• Chemical Name: ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate
• CAS No.: 1036356-25-8
• Molecular Formula: C₂₂H₂₁NO₅
• Molecular Weight: 379.412
• Mol file: 1036356-25-8.mol

Synonyms:ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate

Chemical Property of ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate

There total 5 articles about ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate 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%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester (246868-68-8) → ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate (1036356-25-8)

Guidance literature:

With trichlorophosphate; at 100 ℃; for 0.233333h; microwave irradiation;

DOI:10.1016/j.tet.2008.03.038

Reference yield: 72.0%

ethyl 4-bromo-2-formyl-3-(4-methoxyphenyl)pyrrole-5-carboxylate (1587692-61-2) + potassium 4-(methoxy)phenyltrifluoroborate → ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate (1036356-25-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; In ethanol; toluene; at 110 ℃; for 2h; Solvent; Reagent/catalyst; Sealed tube; Microwave irradiation;

DOI:10.1016/j.tet.2014.02.091

Reference yield:

ethyl 2-formyl-3-(4-methoxyphenyl)pyrrole-5-carboxylate (1036356-17-8) → ethyl 5-formyl-3,4-bis(4-methoxyphenyl)pyrrole-2-carboxylate (1036356-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.25 h

1.2: 20 °C

2.1: 1,4-diaza-bicyclo[2.2.2]octane; water; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / toluene; ethanol / 2 h / 110 °C / Sealed tube; Microwave irradiation

With 1,4-diaza-bicyclo[2.2.2]octane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; potassium hydroxide; In ethanol; N,N-dimethyl-formamide; toluene; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1016/j.tet.2014.02.091

upstream raw materials:

N,N-dimethyl-formamide

3,4-bis(4-methoxyphenyl)-1H-pyrrole-2-carboxylic acid ethyl ester

4-bromo-5-formyl-1H-pyrrole-2-carboxylic acid ethyl ester

ethyl 2-formyl-3-(4-methoxyphenyl)pyrrole-5-carboxylate

Downstream raw materials:

3,4-bis-(4-methoxyphenyl)pyrrole-2,5-dicarboxylic acid monoethyl ester