ethyl 1-benzyl-1H-pyrrole-3-carboxylate

Base Information

• Chemical Name: ethyl 1-benzyl-1H-pyrrole-3-carboxylate
• CAS No.: 128259-47-2
• Molecular Formula: C14H15NO2
• Molecular Weight: 229.279
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30562803
• Nikkaji Number: J341.320I
• Wikidata: Q82447083
• Mol file: 128259-47-2.mol

Synonyms:128259-47-2;ethyl 1-benzyl-1H-pyrrole-3-carboxylate;Ethyl 1-Benzylpyrrole-3-carboxylate;1-Benzylpyrrole-3-carboxylic Acid Ethyl Ester;1H-Pyrrole-3-carboxylic acid, 1-(phenylmethyl)-, ethyl ester;SCHEMBL6780672;DTXSID30562803;ethyl 1-benzyl-3-pyrrolecarboxylate;1.3-Methylol-5,5-dimethylhydantoin;MFCD06797056;AKOS027320111;SB62096;ethyl1-benzyl-1H-pyrrole-3-carboxylate;AS-70985;B2284;CS-0444191;T70187;A889042

Chemical Property of ethyl 1-benzyl-1H-pyrrole-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 339.811 °C at 760 mmHg
• Flash Point: 159.312 °C
• PSA: 31.23000
• Density: 1.068 g/cm³
• LogP: 2.71310
• Storage Temp.: Refrigerator
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 229.110278721
• Heavy Atom Count: 17
• Complexity: 249

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 1-Benzylpyrrole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(C=C1)CC2=CC=CC=C2
• Uses: Ethyl 1-Benzylpyrrole-3-carboxylate is used as a reactant in the preparation of furo-, thieno-, and pyrroloazepines.

Technology Process of ethyl 1-benzyl-1H-pyrrole-3-carboxylate

There total 25 articles about ethyl 1-benzyl-1H-pyrrole-3-carboxylate 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: 98.0%

ethyl 1-benzyl-2,5-dihydro-1H-pyrrole-3-carboxylate (128259-46-1) → 1-benzylpyrrole-3-carboxylic acid ethyl ester (128259-47-2)

Guidance literature:

With N-Bromosuccinimide; at 90 ℃; for 19h; Product distribution; or with DDQ in refluxing toluene, or with p-chloranil, or with O₂ in dioxane at 90 deg C; other N-protected 2,5-dihydro-1H-pyrroles;

DOI:10.1055/s-1990-27004

Reference yield: 92.0%

Ethyl 1-(Phenylmethyl)azacyclopent-2-ene-3-carboxylate → 1-benzylpyrrole-3-carboxylic acid ethyl ester (128259-47-2)

Guidance literature:

With oxygen; In dimethyl sulfoxide; at 80 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1039/c6cc10227a

Reference yield: 79.0%

C11H18O6 + benzylamine (100-46-9) → 1-benzylpyrrole-3-carboxylic acid ethyl ester (128259-47-2)

Guidance literature:

With aluminum potassium sulfate hexahydrate; In ethanol; at 80 ℃; for 5h; Green chemistry;

DOI:10.1039/d1gc03635a

upstream raw materials:

1-benzyl-3-carboethoxypyrrolidine

ethyl 1-benzyl-2,5-dihydro-1H-pyrrole-3-carboxylate

pyrrole-3-carboxylic acid ethyl ester

benzyl bromide

Downstream raw materials:

1-benzyl-1H-pyrrole-3-carboxylic acid

ethyl 1-benzyl-1H-indole-3-carboxylate

(1-benzyl-1H-pyrrol-3-yl)methanol

Refernces

• 1、 Jiao, Yang,Chen, Anrong,Yu, Bangkui,Huang, Hanmin. "Br?nsted Acid Catalyzed Cyclization of Aminodiazoesters with Aldehydes to 3a'Carboxylatea'Na'Heterocycles". supporting information. p. 6031 - 6034. Retrieved 2020/09/01.
• 2、 He, Yan,Wang, Fang,Zhang, Xinying,Fan, Xuesen. "C(sp3)-H dehydrogenation and C(sp2)-H alkoxy carbonylation of inactivated cyclic amines towards functionalized N-heterocycles". supporting information. p. 4002 - 4005. Retrieved 2017/04/11.