4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid

Base Information

• Chemical Name: 4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid
• CAS No.: 61440-44-6
• Molecular Formula: C17H19NO3
• Molecular Weight: 285.33800
• ChEMBL ID: CHEMBL31443
• DSSTox Substance ID: DTXSID40517541
• Wikidata: Q82379630
• Mol file: 61440-44-6.mol

Synonyms:61440-44-6;4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid;CHEMBL31443;SCHEMBL11262326;DTXSID40517541;JCXWRKQNBURTFZ-UHFFFAOYSA-N;p-[3-(o-Methoxyphenyl)propyl]aminobenzoic Acid

Chemical Property of 4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid

Chemical Property:

• Boiling Point: 487.7±35.0 °C(Predicted)
• PSA: 58.56000
• Density: 1.193±0.06 g/cm3(Predicted)
• LogP: 3.51110
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 285.13649347
• Heavy Atom Count: 21
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1CCCNC2=CC=C(C=C2)C(=O)O

Technology Process of 4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid

There total 5 articles about 4-{[3-(2-Methoxyphenyl)propyl]amino}benzoic acid 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: 83.0%

ethyl p-[3-(o-methoxyphenyl)propyl]aminobenzoate (61440-43-5) → p-[3-(o-Methoxyphenyl)propyl]aminobenzoic Acid (61440-44-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 5h; Heating;

DOI:10.1021/jm00364a009

Reference yield:

ethyl p-[3-(o-methoxyphenyl)propyl]aminobenzoate (61440-43-5) + water ethanol (180330-54-5) → p-[3-(o-Methoxyphenyl)propyl]aminobenzoic Acid (61440-44-6)

Guidance literature:

With potassium hydroxide;

Reference yield:

1-(3-bromopropyl)-2-methoxybenzene (38011-77-7) → p-[3-(o-Methoxyphenyl)propyl]aminobenzoic Acid (61440-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / hexamethylphosphoric acid triamide / 24 h / 125 °C

2: 83 percent / KOH / aq. ethanol / 5 h / Heating

With potassium hydroxide; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol;

DOI:10.1021/jm00364a009

upstream raw materials:

ethyl p-[3-(o-methoxyphenyl)propyl]aminobenzoate

1-(3-bromopropyl)-2-methoxybenzene

p-aminoethylbenzoate

water ethanol