4-Chloro-N-(3-methoxyphenethyl)aniline

Base Information

• Chemical Name: 4-Chloro-N-(3-methoxyphenethyl)aniline
• CAS No.: 749806-32-4
• Molecular Formula: C₁₅H₁₆ClNO
• Molecular Weight: 261.751
• DSSTox Substance ID: DTXSID90538286
• Wikidata: Q82413600
• Mol file: 749806-32-4.mol

Synonyms:749806-32-4;4-Chloro-N-(3-methoxyphenethyl)aniline;(4-CHLORO-PHENYL)-[2-(3-METHOXY-PHENYL)-ETHYL]-AMINE;4-chloro-N-[2-(3-methoxyphenyl)ethyl]aniline;SCHEMBL7790532;DTXSID90538286;PPHLQGSQVIAEOD-UHFFFAOYSA-N;SB38570;CS-0455487;(4-chlorophenyl)-[2-(3-methoxyphenyl)ethyl]amine;N-(4-Chlorophenyl)-2-(3-methoxyphenyl)ethylamine

Chemical Property of 4-Chloro-N-(3-methoxyphenethyl)aniline

Chemical Property:

• PSA: 21.26000
• LogP: 4.07620
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 261.0920418
• Heavy Atom Count: 18
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

(4-Chloro-phenyl)-[2-(3-methoxy-phenyl)-ethyl]-amine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CCNC2=CC=C(C=C2)Cl

Technology Process of 4-Chloro-N-(3-methoxyphenethyl)aniline

There total 4 articles about 4-Chloro-N-(3-methoxyphenethyl)aniline 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: 88.0%

N-(4’-chlorophenyl)-2-(3-methoxyphenyl)acetamide → 4-chloro-N-(3-methoxyphenethyl)aniline (749806-32-4)

Guidance literature:

With aluminum (III) chloride; lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Reflux; Inert atmosphere;

DOI:10.24820/ark.5550190.p010.962

Reference yield:

m-methoxyphenylacetic acid (1798-09-0) → 4-chloro-N-(3-methoxyphenethyl)aniline (749806-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 24 °C / Inert atmosphere

2: aluminum (III) chloride; lithium aluminium tetrahydride / tetrahydrofuran / 5 h / Reflux; Inert atmosphere

With dmap; aluminum (III) chloride; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.24820/ark.5550190.p010.962

Reference yield:

4-chloro-aniline (106-47-8) → 4-chloro-N-(3-methoxyphenethyl)aniline (749806-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 24 °C / Inert atmosphere

2: aluminum (III) chloride; lithium aluminium tetrahydride / tetrahydrofuran / 5 h / Reflux; Inert atmosphere

With dmap; aluminum (III) chloride; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.24820/ark.5550190.p010.962

upstream raw materials:

4-chloro-aniline

m-methoxyphenylacetic acid

3-methoxyphenylacetic acid chloride