3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic acid

Base Information

• Chemical Name: 3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic acid
• CAS No.: 219544-54-4
• Molecular Formula: C₁₈H₁₆ClNO₂
• Molecular Weight: 313.784
• DSSTox Substance ID: DTXSID701213249
• Mol file: 219544-54-4.mol

Synonyms:3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic acid;219544-54-4;3-[1-[(4-chlorophenyl)methyl]indol-3-yl]propanoic Acid;3-(1-[(4-Chlorophenyl)methyl]-1h-indol-3-yl)propanoic acid;DTXSID701213249;AKOS033225789;CS-0257249;EN300-66677;1-[(4-Chlorophenyl)methyl]-1H-indole-3-propanoic acid;Z335290346

Chemical Property of 3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic acid

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 313.0869564
• Heavy Atom Count: 22
• Complexity: 381

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2CC3=CC=C(C=C3)Cl)CCC(=O)O

Technology Process of 3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic acid

There total 4 articles about 3-{1-[(4-chlorophenyl)methyl]-1H-indol-3-yl}propanoic 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: 94.0%

3-[1-(4-chloro-benzyl)-1H-indol-3-yl]-propionic acid ethyl ester (405275-43-6) → 3-<1-(4-chlorobenzyl)indol-3-yl>propionic acid (219544-54-4)

Guidance literature:

With ethanol; sodium hydroxide; In water; Reflux;

DOI:10.1016/j.bmcl.2010.07.001

Reference yield:

Indole-3-propionic acid (830-96-6) → 3-<1-(4-chlorobenzyl)indol-3-yl>propionic acid (219544-54-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / aq. HCl / Heating

2: Cs₂CO₃ / acetonitrile

3: aq. NaOH / ethanol / 2 h / Heating

With hydrogenchloride; sodium hydroxide; caesium carbonate; In ethanol; acetonitrile;

DOI:10.1016/j.ejmech.2006.12.013

Reference yield:

ethyl 3-(indol-3-yl)propanoate (40641-03-0) → 3-<1-(4-chlorobenzyl)indol-3-yl>propionic acid (219544-54-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Cs₂CO₃ / acetonitrile

2: aq. NaOH / ethanol / 2 h / Heating

With sodium hydroxide; caesium carbonate; In ethanol; acetonitrile;

DOI:10.1016/j.ejmech.2006.12.013

upstream raw materials:

Indole-3-propionic acid

1-Chloro-4-(chloromethyl)benzene

3-[1-(4-chloro-benzyl)-1H-indol-3-yl]-propionic acid ethyl ester

ethyl 3-(indol-3-yl)propanoate

Downstream raw materials:

C₂₃H₂₀ClN₃O

C₂₃H₂₀ClN₃O

C₂₇H₂₂ClN₃O

C₂₇H₂₂ClN₃O