3-Methoxyphenethylamine

Base Information

• Chemical Name: 3-Methoxyphenethylamine
• CAS No.: 2039-67-0
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Hs Code.: 29222990
• European Community (EC) Number: 218-017-9
• NSC Number: 124706
• UNII: 7WX5W6GM6F
• DSSTox Substance ID: DTXSID10174327
• Nikkaji Number: J50.060G
• Wikidata: Q27268957
• ChEMBL ID: CHEMBL316698
• Mol file: 2039-67-0.mol

Synonyms:3-methoxy-4-hydroxyphenylethylamine;3-methoxy-4-hydroxyphenylethylamine hydrobromide;3-methoxy-4-hydroxyphenylethylamine hydrochloride;3-methoxy-4-hydroxyphenylethylamine sulfate (2:1)

Chemical Property of 3-Methoxyphenethylamine

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.0108mmHg at 25°C
• Refractive Index: n20/D 1.538(lit.)
• Boiling Point: 262.7 °C at 760 mmHg
• PKA: 9.96±0.10(Predicted)
• Flash Point: 104.9 °C
• PSA: 35.25000
• Density: 1.008 g/cm³
• LogP: 1.89670
• Water Solubility.: Insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

3-Methoxyphenethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CCN
• Uses: 3-Methoxyphenethylamine was used in the perfluorooctanesulfonic acid catalyzed Pictet-Spengler reaction. It was also used in the synthesis of 1,3-oxazepines via palladium-catalyzed intramolecular coupling.

Technology Process of 3-Methoxyphenethylamine

There total 21 articles about 3-Methoxyphenethylamine 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: 92.0%

cyano(3-methoxyphenyl)methyl ethyl carbonate (81625-24-3) → 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0)

Guidance literature:

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol; for 8h;

DOI:10.1021/jo00134a025

Reference yield: 92.0%

(E)-1-methoxy-3-(2-nitrovinyl)benzene (3179-09-7,55446-68-9) → 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0)

Guidance literature:

With sodium tetrahydroborate; boron trifluoride diethyl etherate; In tetrahydrofuran; for 6.5h; Reflux;

DOI:10.1021/acs.joc.8b02888

Reference yield: 73.5%

1-methoxy-3-(2-nitrovinyl)benzene (3179-09-7) → 2-(3-methoxyphenyl)-1-ethanamine (2039-67-0)

Guidance literature:

With hydrogen; carbon palladium; at 85 ℃; under 37503 Torr;

upstream raw materials:

3-methoxyphenylacetonitrile

1-methoxy-3-(2-nitrovinyl)benzene

3-(3-methoxyphenyl)propionamide

nitromethane

Downstream raw materials:

N-(3-methoxy-phenethyl)-β-alanine nitrile

N-(3-methoxy-phenethyl)-isovaleramide

N-(3-methoxy-phenethyl)-malonamic acid ethyl ester

(4-methoxy-phenyl)-acetic acid-(3-methoxy-phenethylamide)

Refernces

• 1、 -. "Preparation method of m-methoxyphenethylamine". . . Retrieved 2021/11/14.
• 2、 Betori, Rick C.,May, Catherine M.,Scheidt, Karl A.. "Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations". supporting information. p. 16490 - 16494. Retrieved 2019/11/03.