N-benzyl-3-phenylpropanamide

Base Information

• Chemical Name: N-benzyl-3-phenylpropanamide
• CAS No.: 10264-10-5
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80352630
• Nikkaji Number: J99.730G
• Wikidata: Q82129879
• ChEMBL ID: CHEMBL1869081
• Mol file: 10264-10-5.mol

Synonyms:N-benzyl-3-phenylpropanamide;10264-10-5;Benzenepropanamide, N-(phenylmethyl)-;Phenylpropionbenzylamid;ChemDiv2_000344;Oprea1_411771;Oprea1_804728;MLS000722887;N-Benzyl-3-phenyl-propionamide;SCHEMBL1661081;CHEMBL1869081;DTXSID80352630;HMS1369P14;HMS2605N04;STK084554;AKOS000487507;SMR000304882;EU-0002681;SR-01000410200;SR-01000410200-1

Chemical Property of N-benzyl-3-phenylpropanamide

Chemical Property:

• PSA: 32.59000
• LogP: 3.77590
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 240

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)NCC2=CC=CC=C2

Technology Process of N-benzyl-3-phenylpropanamide

There total 139 articles about N-benzyl-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%

benzylamine (100-46-9) + 3-Phenylpropionic acid (501-52-0) → N-benzyl-3-phenylpropanamide (10264-10-5)

Guidance literature:

With tetrakis(2-methylimidazol-1-yl)silane; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.3987/COM-05-S(T)31

Reference yield: 98.0%

1,1,1,3,3,3-hexafluoropropan-2-yl 3-phenylpropanoate (23522-67-0) + benzylamine (100-46-9) → N-benzyl-3-phenylpropanamide (10264-10-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 12h;

DOI:10.1055/s-0034-1381056

Reference yield: 96.0%

p-nitrophenyl hydrocinnamate (17895-71-5) + benzylamine (100-46-9) → N-benzyl-3-phenylpropanamide (10264-10-5)

Guidance literature:

With 1,3-dimethylimidazolim iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h; Inert atmosphere;

upstream raw materials:

benzylamine

hydrocinnamic acid chloride

3-phenylpropanehydrazide

3-phenyl-1-(2-thioxothiazolidin-3-yl)propan-1-one

Downstream raw materials:

benzyl-(3-phenyl-propyl)-amine

N-benzyl-1,2,3,4-tetrahydroisoquinoline-2-one

cholesteryl β-phenylpropionate

Refernces

• 1、 Wu, Zhao,Laffoon, Joshua D.,Nguyen, Trang T.,McAlpin, Jacob D.,Hull, Kami L.. "Rhodium-Catalyzed Asymmetric Synthesis of β-Branched Amides". . p. 1371 - 1375. Retrieved 2017.
• 2、 Tozawa, Takashi,Yamane, Yoshinobu,Mukaiyama, Teruaki. "An effective method for the synthesis of carboxamides by using tetrakis(pyridine-2-yloxy)silane as a mild coupling reagent". . p. 1334 - 1335. Retrieved 2005.
• 3、 Watson, Andrew J.A.,Maxwell, Aoife C.,Williams, Jonathan M.J.. "Ruthenium-catalyzed oxidation of alcohols into amides". . p. 2667 - 2670. Retrieved 2009.
• 4、 Kunishima, Munetaka,Kawachi, Chiho,Morita, Jun,Terao, Keiji,Iwasaki, Fumiaki,Tani, Shohei. "4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride: An efficient condensing agent leading to the formation of amides and esters". . p. 13159 - 13170. Retrieved 1999.
• 5、 Agbossou-Niedercorn, Francine,Corre, Yann,Djukic, Jean-Pierre,Kalocsai, Dorottya,Michon, Christophe,Nagyházi, Márton,Rysak, Vincent,Trivelli, Xavier. "One-Pot Controlled Reduction of Conjugated Amides by Sequential Double Hydrosilylation Catalyzed by an Iridium(III) Metallacycle". . p. 6212 - 6220. Retrieved 2020.
• 6、 Perreux, Laurence,Loupy, André,Volatron, Fran?ois. "Solvent-free preparation of amides from acids and primary amines under microwave irradiation". . p. 2155 - 2162. Retrieved 2002.
• 7、 Mtro, Thomas-Xavier,Bonnamour, Julien,Reidon, Thomas,Duprez, Anthony,Sarpoulet, Jordi,Martinez, Jean,Lamaty, Frdric. "Comprehensive Study of the Organic-Solvent-Free CDI-Mediated Acylation of Various Nucleophiles by Mechanochemistry". . p. 12787 - 12796. Retrieved 2015.
• 8、 Funasaka, Setsuo,Mukaiyama, Teruaki. "Efficient method for dehydration condensation using pyridine-3-carboxylic anhydride (3-PCA): Synthesis of carboxamides from nearly equimolar amounts of carboxylic acids and amines". . p. 658 - 659. Retrieved 2007.
• 9、 Ramachandran, P. Veeraraghavan,Hamann, Henry J.. "Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids". supporting information. p. 2938 - 2942. Retrieved 2021/05/04.
• 10、 Azarkhosh, Zahra,Heydari, Akbar,Karimi, Meghdad,Mahjoub, Alireza,Mohebali, Haleh,Sadeghi, Samira,Safarifard, Vahid. "Fluorinated solvent-assisted photocatalytic aerobic oxidative amidation of alcoholsviavisible-light-mediated HKUST-1/Cs-POMoW catalysis". supporting information. p. 14024 - 14035. Retrieved 2021/08/16.