Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate

Base Information

• Chemical Name: Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate
• CAS No.: 157071-60-8
• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 329.353
• Mol file: 157071-60-8.mol

Synonyms:Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate

Chemical Property of Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate

Chemical Property:

Purity/Quality:

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Technology Process of Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate

There total 3 articles about Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate 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: 97.0%

methyl chloroformate (79-22-1) + Isopropyl (5-benzoylpyrrol-2-yl)acetate (157071-65-3) → Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate (157071-60-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -75 deg C to -60 deg C, 2.) -65 deg C to 0 deg C, ca. 0.5 h;

DOI:10.1021/jo00097a025

Reference yield:

(1H-pyrrol-2-yl)acetic acid isopropyl ester (157071-48-2) → Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate (157071-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / LDA / tetrahydrofuran / 1.) -75 deg C to -60 deg C, 2.) -70 deg C, 1 h

2: 1.) oxalyl chloride / 1.) ether, ice-bath cooling, 0.75 h, 2.) CH₂Cl₂, r.t., 15 h

With oxalyl dichloride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jo00097a025

Reference yield:

phenyl chloroformate (1885-14-9) + Methyl isopropyl 2-pyrrolylmalonate (157071-53-9) → Methyl isopropyl (5-benzoyl-2-pyrrolyl)malonate (157071-60-8)

Guidance literature:

With oxalyl dichloride; Yield given. Multistep reaction; 1.) ether, ice-bath cooling, 0.75 h, 2.) CH₂Cl₂, r.t., 15 h;

DOI:10.1021/jo00097a025

upstream raw materials:

methyl chloroformate

Isopropyl (5-benzoylpyrrol-2-yl)acetate

phenyl chloroformate

Methyl isopropyl 2-pyrrolylmalonate

Downstream raw materials:

Methyl isopropyl 5-benzoyl-1,2-dihydro-3H-pyrrolo<1,2-a>pyrrole-1,1-dicarboxylate

Ketorolac

Refernces