N-ethyl-3-phenylpropanamide

Base Information

• Chemical Name: N-ethyl-3-phenylpropanamide
• CAS No.: 81256-39-5
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• DSSTox Substance ID: DTXSID90403546
• Nikkaji Number: J807.619G
• Wikidata: Q82207238
• Mol file: 81256-39-5.mol

Synonyms:N-ethyl-3-phenylpropanamide;81256-39-5;SCHEMBL2524341;Propanamide, 3-phenyl-N-ethyl-;DTXSID90403546;CUZZVRKUMNZZAY-UHFFFAOYSA-N;AKOS000319719;AN-329/11990202

Chemical Property of N-ethyl-3-phenylpropanamide

Chemical Property:

• PSA: 32.59000
• LogP: 2.59560
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 150

Purity/Quality:

N-ethyl-3-phenylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC(=O)CCC1=CC=CC=C1
• Uses: N-Ethyl-3-phenylpropanamide is an intermediate in the synthesis of 4-Hydroxy Alverine (H827950), a metabolite of Alverine (A575780) in plasma.

Technology Process of N-ethyl-3-phenylpropanamide

There total 11 articles about N-ethyl-3-phenylpropanamide 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: 100.0%

N-ethyl-cinnamamide (23784-45-4) → N-ethyl-3-phenylpropionamide (81256-39-5)

Guidance literature:

With hydrogen; In ethanol; water; at 25 ℃; for 12h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c3ra42150c

Reference yield: 97.0%

3-phenylpropionamide (102-93-2) + triethyl((3-ethylpent-3-yl)peroxy)silane → N-ethyl-3-phenylpropionamide (81256-39-5)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; In benzene; at 60 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201702217

Reference yield: 95.0%

benzyl alcohol (100-51-6,185532-71-2) + N-ethylacetamide (625-50-3) → N-ethyl-3-phenylpropionamide (81256-39-5)

Guidance literature:

With tri-tert-butyl phosphine; potassium tert-butylate; nickel diacetate; In 1,4-dioxane; toluene; at 80 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1039/d0cc06468h

upstream raw materials:

1-cinnamoylaziridine

N-ethyl-N-methyl-3-phenylpropanamide

ethanamine hydrochloride

3-Phenylpropionic acid

Downstream raw materials:

N-ethyl-3-phenylpropan-1-amine hydrochloride

3-Phenyl-1-propanol

1-(ethylamino)-3-phenylpropane

Refernces

• 1、 Houston, Sevan D.,Fahrenhorst-Jones, Tyler,Xing, Hui,Chalmers, Benjamin A.,Sykes, Melissa L.,Stok, Jeanette E.,Farfan Soto, Clementina,Burns, Jed M.,Bernhardt, Paul V.,De Voss, James J.,Boyle, Glen M.,Smith, Maree T.,Tsanaktsidis, John,Savage, G. Paul,Avery, Vicky M.,Williams, Craig M.. "The cubane paradigm in bioactive molecule discovery: Further scope, limitations and the cyclooctatetraene complement". supporting information. p. 6790 - 6798. Retrieved 2019/07/22.
• 2、 Sakamoto, Ryu,Sakurai, Shunya,Maruoka, Keiji. "Alkylsilyl Peroxides as Alkylating Agents in the Copper-Catalyzed Selective Mono-N-Alkylation of Primary Amides and Arylamines". supporting information. p. 9030 - 9033. Retrieved 2017/07/11.