(4-Methoxyphenyl)-pyrrolidin-1-ylmethanone

Base Information

• Chemical Name: (4-Methoxyphenyl)-pyrrolidin-1-ylmethanone
• CAS No.: 69838-98-8
• Molecular Formula: C12H15NO2
• Molecular Weight: 205.257
• DSSTox Substance ID: DTXSID60355280
• Nikkaji Number: J488.816B
• Wikidata: Q82134069
• ChEMBL ID: CHEMBL1442856
• Mol file: 69838-98-8.mol

Synonyms:69838-98-8;(4-methoxyphenyl)-pyrrolidin-1-ylmethanone;1-(4-methoxybenzoyl)pyrrolidine;(4-methoxyphenyl)(pyrrolidin-1-yl)methanone;MLS000106185;Pyrrolidine, 1-(4-methoxybenzoyl)-;starbld0014453;SCHEMBL2534411;CHEMBL1442856;DTXSID60355280;HMS2434A17;MFCD00684253;STK179276;AKOS003229332;SMR000103154;methyl 4-(1-pyrrolidinylcarbonyl)phenyl ether;AG-690/09693018

Chemical Property of (4-Methoxyphenyl)-pyrrolidin-1-ylmethanone

Chemical Property:

• PSA: 29.54000
• LogP: 1.86910
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

(4-METHOXYPHENYL)-1-PYRROLIDINYL-METHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)N2CCCC2

Technology Process of (4-Methoxyphenyl)-pyrrolidin-1-ylmethanone

There total 33 articles about (4-Methoxyphenyl)-pyrrolidin-1-ylmethanone 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%

pyrrolidine (123-75-1) + carbon monoxide (201230-82-2) + para-iodoanisole (696-62-8) → 1-(4-methoxybenzoyl)pyrrolidine (69838-98-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 100 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/c5cc10389d

Reference yield: 95.0%

pyrrolidine (123-75-1) + 4-methoxy-benzoyl chloride (100-07-2) → 1-(4-methoxybenzoyl)pyrrolidine (69838-98-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja5033452

Reference yield: 94.0%

pyrrolidine (123-75-1) + 4-methoxy-benzaldehyde (123-11-5) → 1-(4-methoxybenzoyl)pyrrolidine (69838-98-8)

Guidance literature:

With tert.-butylhydroperoxide; In acetonitrile; at 80 ℃; for 5h;

DOI:10.1021/ol7014626

upstream raw materials:

para-iodoanisole

trimethylpyrrolidinylcarbonylstannane

tributylpyrrolidinylcarbonylstannane

triphenylpyrrolidinylcarbonylstannane

Downstream raw materials:

N-(4-methoxybenzyl)pyrrolidine

4-Methoxybenzyl alcohol

pyrrolidine-1-d₁

p-methoxybenzoate^(1-)

Refernces

• 1、 Bian, Fengxia,Cheng, Hongmei,Jiang, Heyan,Sun, Bin,Tan, Jiangwei,Zang, Cuicui. "Photocatalytic aldehydes/alcohols/toluenes oxidative amidation over bifunctional Pd/MOFs: Effect of Fe-O clusters and Lewis acid sites". . p. 279 - 287. Retrieved 2021/08/21.
• 2、 Hassan Tolba, Amal,Krupi?ka, Martin,Chudoba, Josef,Cibulka, Radek. "Amide Bond Formation via Aerobic Photooxidative Coupling of Aldehydes with Amines Catalyzed by a Riboflavin Derivative". supporting information. p. 6825 - 6830. Retrieved 2021/09/11.