Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate

Base Information

• Chemical Name: Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate
• CAS No.: 132281-90-4
• Molecular Formula: C10H15NO2
• Molecular Weight: 181.2316
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90446776
• Wikidata: Q82265498
• Mol file: 132281-90-4.mol

Synonyms:Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate;132281-90-4;1H-Pyrrole-3-propanoic acid, 4-methyl-, ethyl ester;Ethyl3-(4-methyl-1h-pyrrol-3-yl)propanoate;SCHEMBL4406764;DTXSID90446776;DBFYFCXLALOQKK-UHFFFAOYSA-N;AKOS015843402;MB14624;3-(2-ethoxycarbonylethyl)-4-methylpyrrole;FT-0727491

Chemical Property of Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate

Chemical Property:

• Vapor Pressure: 0.00317mmHg at 25°C
• Refractive Index: 1.509
• Boiling Point: 283.4 °C at 760 mmHg
• Flash Point: 125.2 °C
• PSA: 42.09000
• Density: 1.066 g/cm³
• LogP: 1.81880
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 181.110278721
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98% ^*data from raw suppliers

Ethyl3-(4-methyl-1H-pyrrol-3-yl)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC1=CNC=C1C

Technology Process of Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate

There total 8 articles about Ethyl 3-(4-methyl-1H-pyrrol-3-yl)propanoate 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: 81.0%

2,5-dicarboxy-3-methyl-1H-pyrrole-4-propanoic acid ethyl ester (148317-92-4) → ethyl 4-methyl-1H-pyrrole-3-propanoate (132281-90-4)

Guidance literature:

at 180 ℃; for 5h; under 2 Torr;

DOI:10.1016/S0040-4020(01)80362-8

Reference yield: 80.6%

3-(4-methyl-pyrrol-3-yl)-propionic acid (2386-23-4) → ethyl 4-methyl-1H-pyrrole-3-propanoate (132281-90-4)

Guidance literature:

With potassium hydroxide; acetic acid; In methanol; diazomethane-ether; diethyl ether; ethanol; water;

Reference yield:

5-ethoxycarbonyl-2,4-dimethylpyrrole-3-acrylic acid (52649-02-2) → ethyl 4-methyl-1H-pyrrole-3-propanoate (132281-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / H₂ / Raney nickel / aq. NaOH / 12 h / 1551.4 Torr / Ambient temperature

2: 88 percent / SO₂Cl₂ / diethyl ether / -15 deg C, 1h, then 0 deg C, 4h

3: 1.) 10percent aq. NaOH / 1.) 180 deg C, 90 min, 2.) EtOH, ether

With sodium hydroxide; sulfuryl dichloride; hydrogen; nickel; In sodium hydroxide; diethyl ether;

DOI:10.1016/0040-4020(90)80003-Z

upstream raw materials:

Diazoethan

2-carboxy-5-ethoxycarbonyl-4-methylpyrrole-3-propionic acid

2,5-dicarboxy-3-methyl-1H-pyrrole-4-propanoic acid ethyl ester

ethyl 5-(ethoxycarbonyl)-2,4-dimethyl-1H-pyrrole-3-propanoate

Downstream raw materials:

3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid

3-(2-FORMYL-4-METHYL-1H-PYRROL-3-YL)-PROPIONIC ACID

Refernces

• 1、 Nogales, Daniel F.,Timothy Anstine,Lightner, David A.. "Synthesis and unusual properties of expanded bilirubin analogs". . p. 8579 - 8596. Retrieved 2007/10/02.
• 2、 Woodward, Robert Burns,Ayer, William A.,Beaton, John M.,Bickelhaupt, Friedrich,Bonnett, Raymond,Buchschacher, Paul,Closs, Gerhard L.,Dutler, Hans,Hannah, John,Hauck, Fred P.,Ito, Sho,Langemann, Albert,Le Goff, Eugene,Leimgruber, Willy,Lwowski, Walter,Sauer, Juergen,Valenta, Zdenek,Volz, Heinrich. "The total synthesis of chlorophyll a". . p. 7599 - 7659. Retrieved 2007/10/02.