N-benzyl-2-(4-methoxyphenyl)acetamide

Base Information

• Chemical Name: N-benzyl-2-(4-methoxyphenyl)acetamide
• CAS No.: 52532-96-4
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• DSSTox Substance ID: DTXSID801325550
• Nikkaji Number: J1.740.259E
• ChEMBL ID: CHEMBL1366503
• Mol file: 52532-96-4.mol

Synonyms:N-benzyl-2-(4-methoxyphenyl)acetamide;52532-96-4;Cambridge id 5336625;Oprea1_261759;Oprea1_520840;CBDivE_015382;MLS001001622;SCHEMBL5862101;CHEMBL1366503;AODURBKQPXZTLP-UHFFFAOYSA-N;DTXSID801325550;HMS1580H22;HMS2834B03;STK415650;AKOS001445362;SMR000496182;Acetamide, N-benzyl-2-(4-methoxyphenyl)-;AB00081249-01;EN300-12661785;Z27749613

Chemical Property of N-benzyl-2-(4-methoxyphenyl)acetamide

Chemical Property:

• Melting Point: 134 - 135 °C (dichloromethane)
• PSA: 38.33000
• LogP: 2.94500
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 255.125928785
• Heavy Atom Count: 19
• Complexity: 266

Purity/Quality:

N-benzyl-2-(4-methoxyphenyl)acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CC(=O)NCC2=CC=CC=C2

Technology Process of N-benzyl-2-(4-methoxyphenyl)acetamide

There total 12 articles about N-benzyl-2-(4-methoxyphenyl)acetamide 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: 99.0%

4-Methoxyphenylacetic acid (104-01-8) + benzylamine (100-46-9) → N-benzyl-2-(4-methoxyphenyl)acetamide (52532-96-4)

Guidance literature:

With (2-(thiophen-2-ylmethyl)phenyl)boronic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.joc.5b00378

Reference yield: 99.0%

2-diazo-1-(4-methoxyphenyl)ethanone (6832-17-3) + benzylamine (100-46-9) → N-benzyl-2-(4-methoxyphenyl)acetamide (52532-96-4)

Guidance literature:

In acetonitrile; at 165 ℃; for 0.116667h; under 15001.5 Torr; Flow reactor; Microwave irradiation;

DOI:10.1055/s-0035-1562579

Reference yield: 94.0%

2-(4-methoxyphenyl)acetamide (6343-93-7) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-2-(4-methoxyphenyl)acetamide (52532-96-4)

Guidance literature:

With potassium carbonate; In neat (no solvent); at 175 ℃; for 20h; Sealed tube;

DOI:10.1002/ejoc.201901291

upstream raw materials:

4-Methoxyphenylacetic acid

benzylamine

2-diazo-1-(4-methoxyphenyl)ethanone

2-(4-Methoxyphenyl)ethanol

Refernces

• 1、 Wang, Hui,Dong, Wei,Hou, Zhipeng,Cheng, Lidan,Li, Xiufen,Huang, Longjiang. "Direct amidation of non-activated carboxylic acid and amine derivatives catalyzed by TiCp2Cl2". . . Retrieved 2020/02/15.
• 2、 álvarez-Pérez, Andrea,Esteruelas, Miguel A.,Izquierdo, Susana,Varela, Jesús A.,Saá, Carlos. "Ruthenium-Catalyzed Oxidative Amidation of Alkynes to Amides". supporting information. p. 5346 - 5350. Retrieved 2019/07/08.