Benzenemethanamine, N-ethyl-4-methoxy-

Base Information

• Chemical Name: Benzenemethanamine, N-ethyl-4-methoxy-
• CAS No.: 22993-76-6
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• Hs Code.: 2922299090
• NSC Number: 165789
• DSSTox Substance ID: DTXSID10177535
• Nikkaji Number: J1.110.292A
• Wikidata: Q83047862
• ChEMBL ID: CHEMBL1178118
• Mol file: 22993-76-6.mol

Synonyms:22993-76-6;n-(4-methoxybenzyl)ethanamine;N-Ethyl-4-methoxybenzylamine;Benzenemethanamine, N-ethyl-4-methoxy-;N-ETHYL-4-METHOXYBENZENEMETHANAMINE;N-[(4-methoxyphenyl)methyl]ethanamine;MFCD00026704;Ethyl-(4-methoxy-benzyl)-amine;N-ethyl-4-methoxy-benzenemethanamine;NSC165789;NSC 165789;4-methoxy-n-ethylbenzylamine;ethyl (4-methoxybenzyl)amine;N-ethyl-4-methoxybenzyl amine;SCHEMBL2029638;CHEMBL1178118;DTXSID10177535;SYGACMXWLAQEPN-UHFFFAOYSA-N;AMY19485;CS-D0586;ethyl[(4-methoxyphenyl)methyl]amine;STL354785;AKOS000162902;NSC-165789;SB75888;DS-13379;SY002623;FT-0668317;EN300-32158

Chemical Property of Benzenemethanamine, N-ethyl-4-methoxy-

Chemical Property:

• Vapor Pressure: 0.0365mmHg at 25°C
• Melting Point: 180-180.5℃
• Refractive Index: 1.5195 (589.3 nm 20℃)
• Boiling Point: 241.1 °C at 760 mmHg
• PKA: 10.17±0.10(Predicted)
• Flash Point: 95.4 °C
• PSA: 21.26000
• Density: 0.963 g/cm³
• LogP: 2.19560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 108

Purity/Quality:

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

N-Ethyl-4-methoxybenzenemethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNCC1=CC=C(C=C1)OC
• Uses: N-Ethyl-4-methoxybenzenemethanamine (cas# 22993-76-6) is a compound useful in organic synthesis.

Technology Process of Benzenemethanamine, N-ethyl-4-methoxy-

There total 20 articles about Benzenemethanamine, N-ethyl-4-methoxy- 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: 98.0%

4-methoxy-benzylamine (2393-23-9) + acetonitrile (75-05-8,26809-02-9) → N-ethyl-4-methoxybenzenemethanamine (22993-76-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 48h; under 760.051 Torr;

DOI:10.1039/c1ob06303k

Reference yield: 96.0%

ethanol (64-17-5) + 4-methoxybenzonitrile (874-90-8) → N-ethyl-4-methoxybenzenemethanamine (22993-76-6)

Guidance literature:

With C₄₂H₄₄ClN₄P₂Ru⁽¹⁺⁾*Cl^(1-); potassium tert-butylate; at 80 ℃; for 48h; chemoselective reaction;

DOI:10.1002/cctc.201900561

Reference yield: 91.0%

N-ethyl-4-methoxy-benzamide (7403-41-0) → N-ethyl-4-methoxybenzenemethanamine (22993-76-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1248/cpb.39.3225

upstream raw materials:

N-ethyl-4-methoxy-benzamide

N-ethyl-N-(4-methoxy-benzyl)-formamide

4-methoxybenzylideneethylamine

Ethyl benzenesulfonate

Downstream raw materials:

[4-(4-amino-3-fluoro-phenoxy)-pyridin-2-yl]-ethyl-(4-methoxybenzyl)amine

N-ethyl-4-methoxy-benzamide

Refernces

• 1、 Alshakova, Iryna D.,Nikonov, Georgii I.. "Selective Synthesis of Secondary and Tertiary Amines by Reductive N-Alkylation of Nitriles and N-Alkylation of Amines and Ammonium Formate Catalyzed by Ruthenium Complex". . p. 5370 - 5378. Retrieved 2019/06/14.
• 2、 Finlay, Heather J.,Lloyd, John,Nyman, Michael,Conder, Mary Lee,West, Tonya,Levesque, Paul,Atwal, Karnail. "Pyrano-[2,3b]-pyridines as potassium channel antagonists". . p. 2714 - 2718. Retrieved 2008/12/21.