3-(2-ETHOXYCARBONYL-ETHYL)-5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 3-(2-ETHOXYCARBONYL-ETHYL)-5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER
• CAS No.: 40515-75-1
• Molecular Formula: C₁₃H₁₉NO₄
• Molecular Weight: 253.298
• Hs Code.: 2933990090
• Mol file: 40515-75-1.mol

Synonyms:Pyrrole-3-propionicacid, 2-carboxy-5-methyl-, diethyl ester (7CI);Ethyl 2-(ethoxycarbonyl)-5-methylpyrrole-3-propionate;NSC 157284;

Chemical Property of 3-(2-ETHOXYCARBONYL-ETHYL)-5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 3.62E-06mmHg at 25°C
• Melting Point: 67-67.5 °C
• Refractive Index: 1.51
• Boiling Point: 386.2 °C at 760 mmHg
• Flash Point: 187.3 °C
• PSA: 68.39000
• Density: 1.129 g/cm³
• LogP: 1.99550

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 3-(2-ETHOXYCARBONYL-ETHYL) -5-METHYLPYRROLE-2-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(2-ETHOXYCARBONYL-ETHYL)-5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL ESTER

There total 5 articles about 3-(2-ETHOXYCARBONYL-ETHYL)-5-METHYL-1H-PYRROLE-2-CARBOXYLIC ACID ETHYL 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:

ethyl 2-ethoxycarbonyl-4-benzyloxycarbonyl-5-methylpyrrole-3-propionate (50622-87-2) → 2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4 (40515-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 32 percent / H₂, Et₃N / 10percent Pd/C / aq. ethanol / 5 h / 1471.02 Torr

2: 2.2 g / Cu(OAc)2, quinoline / 3 h / 190 - 210 °C

With quinoline; copper diacetate; hydrogen; triethylamine; palladium on activated charcoal; In ethanol;

Reference yield:

3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester (40515-74-0) → 2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4 (40515-75-1)

Guidance literature:

With glycerol; at 260 ℃;

DOI:10.1039/jr9520004176

Reference yield:

diethyl 3-oxoadipate (7149-59-9) → 2-Methyl-pyrrol-carbonsaeureethylester-5-(β-propionsaeure-ethylester)-4 (40515-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: concentrated aqueous HCl / anschliessend Erwaermen mit Acetessigsaeure-tert-butylester, Essigsaeure, Zink-Pulver und Ammoniumacetat

2: aqueous acetic acid

3: toluene-4-sulfonic acid / 240 - 250 °C

With hydrogenchloride; toluene-4-sulfonic acid; acetic acid;

DOI:10.1111/1467-7717.00150

upstream raw materials:

3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester

ethyl 2-ethoxycarbonyl-4-benzyloxycarbonyl-5-methylpyrrole-3-propionate

diethyl 3-oxoadipate

3-(2-ethoxycarbonyl-ethyl)-5-methyl-pyrrole-2,4-dicarboxylic acid-2-ethyl ester-4-tert-butyl ester

Downstream raw materials:

3-(4,5-dimethyl-pyrrol-3-yl)-propionic acid

2-methyl-4-(2'-carboxyethyl)pyrrole

Refernces