2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine

Base Information

• Chemical Name: 2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine
• CAS No.: 355816-88-5
• Molecular Formula: C₂₁H₂₃NO₂
• Molecular Weight: 321.419
• ChEMBL ID: CHEMBL4163833
• DSSTox Substance ID: DTXSID401196329
• Mol file: 355816-88-5.mol

Synonyms:CHEMBL4163833;355816-88-5;2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine;SCHEMBL3677755;DTXSID401196329;BDBM50369501;AKOS002614882;2-(3,4-dimethoxyphenyl)-N-(1-naphthylmethyl)ethanamine;N-[2-(3,4-Dimethoxyphenyl)ethyl]-1-naphthalenemethanamine

Chemical Property of 2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 321.172878976
• Heavy Atom Count: 24
• Complexity: 362

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCNCC2=CC=CC3=CC=CC=C32)OC

Technology Process of 2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine

There total 2 articles about 2-(3,4-dimethoxyphenyl)-N-(naphthalen-1-ylmethyl)ethanamine 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: 46.0%

2-(3,4-dimethoxyphenyl)-ethylchloride (27160-08-3) + (naphth-1-yl)methylamine (118-31-0) → 2-(3,4-dimethoxyphenyl)-N-(1-naphthylmethyl)ethanamine (355816-88-5)

Guidance literature:

(naphth-1-yl)methylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-(3,4-dimethoxyphenyl)-ethylchloride; With triisobutylaluminum; In tetrahydrofuran; hexane; toluene; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.09.021

Reference yield:

2-(3,4-dimethoxyphenyl)ethyl alcohol (7417-21-2) → 2-(3,4-dimethoxyphenyl)-N-(1-naphthylmethyl)ethanamine (355816-88-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus pentachloride; calcium carbonate / toluene / 4.17 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: Reflux; Inert atmosphere

With n-butyllithium; phosphorus pentachloride; calcium carbonate; In tetrahydrofuran; hexane; toluene;

DOI:10.1016/j.ejmech.2017.09.021

upstream raw materials:

2-(3,4-dimethoxyphenyl)-ethylchloride

(naphth-1-yl)methylamine

2-(3,4-dimethoxyphenyl)ethyl alcohol

Refernces