N-benzyl-4-ethoxyaniline

Base Information

• Chemical Name: N-benzyl-4-ethoxyaniline
• CAS No.: 72753-31-2
• Molecular Formula: C15H17 N O
• Molecular Weight: 227.306
• DSSTox Substance ID: DTXSID00354358
• Nikkaji Number: J1.844.584K
• Wikidata: Q82132442
• ChEMBL ID: CHEMBL2296103
• Mol file: 72753-31-2.mol

Synonyms:N-benzyl-4-ethoxyaniline;72753-31-2;BENZYL-(4-ETHOXY-PHENYL)-AMINE;CHEMBL2296103;Benzenemethanamine,N-(4-ethoxyphenyl)-;Oprea1_670173;SCHEMBL25485;DTXSID00354358;XCA75331;BDBM50489084;MFCD01475048;STL282665;AKOS000231592;SB80300;AS-63690;CS-0035878;W12128;A914011;A1-05495

Chemical Property of N-benzyl-4-ethoxyaniline

Chemical Property:

• PSA: 21.26000
• LogP: 3.77040
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 227.131014166
• Heavy Atom Count: 17
• Complexity: 193

Purity/Quality:

≥99.0% ^*data from raw suppliers

N-Benzyl-4-ethoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)NCC2=CC=CC=C2

Technology Process of N-benzyl-4-ethoxyaniline

There total 7 articles about N-benzyl-4-ethoxyaniline 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: 96.0%

benzaldehyde (100-52-7) + 4-Ethoxyaniline (156-43-4) → N-benzyl-N-(4-ethoxyphenyl)amine (72753-31-2)

Guidance literature:

With Zr(BH₄)2Cl₂(dabco)2; zirconium(IV) chloride; In methanol; for 1h; Heating;

DOI:10.1246/bcsj.76.143

Reference yield: 94.0%

4-Ethoxyaniline (156-43-4) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-N-(4-ethoxyphenyl)amine (72753-31-2)

Guidance literature:

In neat (no solvent); at 145 ℃; for 48h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2016.11.029

Reference yield:

N-benzylidene-4-ethoxyaniline (15484-91-0) → N-benzyl-N-(4-ethoxyphenyl)amine (72753-31-2)

Guidance literature:

With nickel-cobalt-copper; decalin; at 90 - 100 ℃; under 3800 Torr; Hydrogenation;

upstream raw materials:

N-benzylidene-4-ethoxyaniline

benzyl chloride

4-Ethoxyaniline

benzaldehyde

Downstream raw materials:

6-ethoxy-9-benzyl-1,2,3,4-tetrahydro-carbazole

N-benzyl-2-diazo-N-(4-ethoxy-phenyl)-malonamic acid methyl ester

N¹,N⁴-dibenzyl-N¹,N⁴-bis(4-ethoxyphenyl)fumaramide

1-[4-(N-tert-butyl-carbamoyl)-2-methoxybenzene sulphonyl]-5-ethoxy-3-spiro-[4-(2-morpholinoethoxy)cyclohexane]indol-2-one; equatorial isomer

Refernces

• 1、 Subaramanian, Murugan,Ramar, Palmurukan M.,Sivakumar, Ganesan,Kadam, Ravishankar G.,Petr, Martin,Zboril, Radek,Gawande, Manoj B.,Balaraman, Ekambaram. "Convenient and Reusable Manganese-Based Nanocatalyst for Amination of Alcohols". . p. 4334 - 4341. Retrieved 2021/08/25.
• 2、 Wu, Kaikai,He, Wei,Sun, Chenglin,Yu, Zhengkun. "Scalable synthesis of secondary and tertiary amines by heterogeneous Pt-Sn/γ-Al2O3catalyzed N-alkylation of amines with alcohols". supporting information. p. 8516 - 8521. Retrieved 2016/11/28.