3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester
• CAS No.: 203207-48-1
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.235
• Mol file: 203207-48-1.mol

Synonyms:3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

Chemical Property of 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

There total 5 articles about 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl 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:

4-Bromo-3-formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203207-44-7) → 3-Hydroxymethyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203208-37-1) + 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203207-48-1)

Guidance literature:

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; at 90 ℃; for 20h; under 3420 Torr;

DOI:10.1021/jm970416w

Reference yield:

5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (52179-72-3) → 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203207-48-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / NBS / CHCl₃ / 12 h / Ambient temperature

2: 20 percent / POCl₃ / 1,2-dichloro-ethane / Heating

3: H₂, NaHCO₃ / 10percent Pd/C / tetrahydrofuran / 20 h / 90 °C / 3420 Torr

4: pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / Ambient temperature

With N-Bromosuccinimide; hydrogen; sodium hydrogencarbonate; pyridinium chlorochromate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; chloroform; 1,2-dichloro-ethane;

DOI:10.1021/jm970416w

Reference yield:

4-Bromo-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203207-25-4) → 3-Formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester (203207-48-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 20 percent / POCl₃ / 1,2-dichloro-ethane / Heating

2: H₂, NaHCO₃ / 10percent Pd/C / tetrahydrofuran / 20 h / 90 °C / 3420 Torr

3: pyridinium chlorochromate / CH₂Cl₂ / 3.5 h / Ambient temperature

With hydrogen; sodium hydrogencarbonate; pyridinium chlorochromate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm970416w

upstream raw materials:

3-Hydroxymethyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

4-Bromo-3-formyl-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

4-Bromo-5-phenyl-1H-pyrrole-2-carboxylic acid methyl ester

Downstream raw materials:

5-Phenyl-3-((E)-2-phenylcarbamoyl-vinyl)-1H-pyrrole-2-carboxylic acid methyl ester