ethyl 4-(1H-pyrrol-1-yl)benzoate

Base Information

• Chemical Name: ethyl 4-(1H-pyrrol-1-yl)benzoate
• CAS No.: 5044-37-1
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80371381
• Nikkaji Number: J648.452B
• Wikidata: Q82158689
• Mol file: 5044-37-1.mol

Synonyms:ethyl 4-(1H-pyrrol-1-yl)benzoate;5044-37-1;ethyl 4-pyrrol-1-ylbenzoate;Ethyl 4-(1-pyrrolyl)benzoate;ethyl 4-(pyrrol-1-yl)benzoate;Maybridge1_007979;SCHEMBL4049273;HMS564C15;DTXSID80371381;BBL022291;MFCD01313323;STK895518;AKOS000285847;AS-0101;CCG-245208;SB62101;CS-0319964;FT-0626040;4-(1H-Pyrrole-1-yl)benzoic acid ethyl ester

Chemical Property of ethyl 4-(1H-pyrrol-1-yl)benzoate

Chemical Property:

• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 74 °C
• Refractive Index: 1.551
• Boiling Point: 122 °C
• Flash Point: 154.3°C
• PSA: 31.23000
• Density: 1.08g/cm³
• LogP: 2.65400
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-(1H-Pyrrol-1-yl)benzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N2C=CC=C2

Technology Process of ethyl 4-(1H-pyrrol-1-yl)benzoate

There total 7 articles about ethyl 4-(1H-pyrrol-1-yl)benzoate 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: 95.0%

pyrrole (109-97-7,30604-81-0) + 4-iodobenzoic acid ethyl ester (51934-41-9) → 1-(4-ethoxycarbonylphenyl)pyrrole (5044-37-1)

Guidance literature:

With copper; caesium carbonate; In propyl cyanide; for 7h; Reflux; Inert atmosphere;

DOI:10.1002/adsc.200700535

Reference yield: 90.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + p-aminoethylbenzoate (94-09-7) → 1-(4-ethoxycarbonylphenyl)pyrrole (5044-37-1)

Guidance literature:

With ionic liquid immobilized on γ-Fe₂O₃(at)SiO₂ nanoparticles; In water; at 100 ℃; for 0.916667h;

DOI:10.1016/j.apcata.2013.03.005

Reference yield: 87.0%

ethyl N,N-diallyl-p-aminobenzoate → 1-(4-ethoxycarbonylphenyl)pyrrole (5044-37-1)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(II) choride dihydrate; oxygen; In 1,2-dichloro-ethane; at 60 ℃; for 24h;

DOI:10.1021/om400046r

upstream raw materials:

pyrrole

4-iodobenzoic acid ethyl ester

cis,trans-2,5-dimethoxytetrahydrofuran

p-aminoethylbenzoate

Downstream raw materials:

[4-(1H-pyrrol-1-yl)phenyl]methanol

4-(1H-pyrrol-1-yl)benzoic acid hydrazide

4-(4-(pyrrol-1-yl)benzyloxy)benzaldehyde

1-(4-chloromethylphenyl)-1H-pyrrole

Refernces

• 1、 Joshi, Shrinivas D.,Dixit, Sheshagiri R.,Kulkarni, Venkatarao H.,Lherbet, Christian,Nadagouda, Mallikarjuna N.,Aminabhavi, Tejraj M.. "Synthesis, biological evaluation and in silico molecular modeling of pyrrolyl benzohydrazide derivatives as enoyl ACP reductase inhibitors". . p. 286 - 297. Retrieved 2016/12/09.
• 2、 Pfaff, Ulrike,Hildebrandt, Alexander,Korb, Marcus,O?wald, Steffen,Linseis, Michael,Schreiter, Katja,Spange, Stefan,Winter, Rainer F.,Lang, Heinrich. "Electronically Strongly Coupled Divinylheterocyclic-Bridged Diruthenium Complexes". . p. 783 - 801. Retrieved 2016/01/15.