N-(4-methoxybenzyl)cyclohexanamine

Base Information

• Chemical Name: N-(4-methoxybenzyl)cyclohexanamine
• CAS No.: 63674-11-3
• Molecular Formula: C14H21NO
• Molecular Weight: 219.327
• NSC Number: 121076
• DSSTox Substance ID: DTXSID00298142
• Nikkaji Number: J2.712.609J
• Wikidata: Q82039775
• ChEMBL ID: CHEMBL1410634
• Mol file: 63674-11-3.mol

Synonyms:N-(4-methoxybenzyl)cyclohexanamine;63674-11-3;N-[(4-methoxyphenyl)methyl]cyclohexanamine;N-Cyclohexyl-4-methoxybenzylamine;starbld0029101;TimTec1_002572;Oprea1_144226;Oprea1_279932;MLS000061444;SCHEMBL5561106;CHEMBL1410634;DTXSID00298142;HMS1541E20;HMS2445H18;NSC121076;STK049930;AKOS000233847;NSC-121076;NCGC00071967-02;SMR000069854;CS-0302816;N-CYCLOHEXYL-N-(4-METHOXYBENZYL)AMINE;AB00089007-01;A1-24251;Z57202677;F3146-4497

Chemical Property of N-(4-methoxybenzyl)cyclohexanamine

Chemical Property:

• Vapor Pressure: 0.000151mmHg at 25°C
• Boiling Point: 331.9°Cat760mmHg
• Flash Point: 138.3°C
• PSA: 21.26000
• Density: 1.01g/cm³
• LogP: 3.50840
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 219.162314293
• Heavy Atom Count: 16
• Complexity: 181

Purity/Quality:

99%min ^*data from raw suppliers

N-(4-Methoxybenzyl)cyclohexanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC2CCCCC2

Technology Process of N-(4-methoxybenzyl)cyclohexanamine

There total 17 articles about N-(4-methoxybenzyl)cyclohexanamine 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: 95.0%

N-(4-methoxybenzylidene)cyclohexylamine (56644-00-9) → N-[(4-methoxyphenyl)methyl]cyclohexanamine (63674-11-3)

Guidance literature:

With hydrogen; lithium hexamethyldisilazane; In toluene; at 80 ℃; for 20h; under 75007.5 Torr; Temperature; Inert atmosphere; Autoclave;

DOI:10.1002/chem.201805549

Reference yield: 86.0%

cyclohexylamine (108-91-8,157973-60-9) + 4-Methoxybenzyl alcohol (105-13-5) → N-[(4-methoxyphenyl)methyl]cyclohexanamine (63674-11-3)

Guidance literature:

cyclohexylamine; 4-Methoxybenzyl alcohol; With palladium on aluminium oxyhydroxide; In n-heptane; at 90 ℃; for 20h; Inert atmosphere;

With hydrogen; In n-heptane; at 25 ℃; for 6h; under 760.051 Torr;

DOI:10.1021/jo8026609

Reference yield: 83.0%

1-bromo-4-methoxy-benzene (104-92-7) + N-[(trifluoro-λ4-boranyl)methyl]cyclohexanaminium → N-[(4-methoxyphenyl)methyl]cyclohexanamine (63674-11-3)

Guidance literature:

With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); caesium carbonate; In tetrahydrofuran; water; at 60 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201200831

upstream raw materials:

cyclohexanone

4-methoxybenzonitrile

N-(4-methoxybenzylidene)cyclohexylamine

cyclohexylamine

Refernces

• 1、 Das, Kalicharan,Mondal, Avijit,Pal, Debjyoti,Srivastava, Hemant Kumar,Srimani, Dipankar. "Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1 H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol". supporting information. p. 1815 - 1825. Retrieved 2019/04/30.
• 2、 Arachchige, Pandula T. Kirinde,Lee, Hanbin,Yi, Chae S.. "Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines". . p. 4932 - 4947. Retrieved 2018/05/08.