Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo-

Base Information

• Chemical Name: Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo-
• CAS No.: 57148-29-5
• Molecular Formula: C16H13ClO4
• Molecular Weight: 304.725
• NSC Number: 61852
• DSSTox Substance ID: DTXSID80205778
• Nikkaji Number: J727.956F
• Wikidata: Q83079437
• ChEMBL ID: CHEMBL346267
• Mol file: 57148-29-5.mol

Synonyms:57148-29-5;Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo-;CHEMBL346267;NSC61852;AI3-32908;NCIOpen2_007756;SCHEMBL10865120;DTXSID80205778;BDBM50049241;NSC 61852;NSC-61852;4-[4-(4-Chloro-phenoxy)-phenyl]-4-oxo-butyric acid

Chemical Property of Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo-

Chemical Property:

• Vapor Pressure: 7.62E-11mmHg at 25°C
• Boiling Point: 500.7°C at 760 mmHg
• Flash Point: 256.6°C
• Density: 1.318g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 304.0502366
• Heavy Atom Count: 21
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCC(=O)O)OC2=CC=C(C=C2)Cl

Technology Process of Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo-

There total 5 articles about Benzenebutanoic acid, 4-(4-chlorophenoxy)-gamma-oxo- 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: 70.0%

succinic acid anhydride (108-30-5) + 4-chlorodiphenyl ether (7005-72-3) → 3-<4-(4-chlorophenoxy)benzoyl>propionic acid (57148-29-5)

Guidance literature:

With aluminium trichloride; In dichloromethane; 1.) 30 min, 0 deg C, 2.) 1 h, RT;

Reference yield:

4-(3'-fluorophenyl)-4-oxo-butanoic acid (69797-46-2) + 4-chloro-phenol (106-48-9,82344-39-6) → 3-<4-(4-chlorophenoxy)benzoyl>propionic acid (57148-29-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 135 ℃; for 16h;

DOI:10.1021/jm00357a013

Reference yield:

α-(3-fluorophenyl)-4-morpholineacetonitrile (66549-02-8) → 3-<4-(4-chlorophenoxy)benzoyl>propionic acid (57148-29-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 30 percent KOH / 1.) THF, EtOH, 18 h, 2.) H₂O, acetic acid, reflux, 1 h

2: 6 N HCl / hexane / 1 h / Heating

3: 10 g / K₂CO₃ / N,N-dimethyl-acetamide / 16 h / 135 °C

With hydrogenchloride; potassium hydroxide; potassium carbonate; In hexane; N,N-dimethyl acetamide;

DOI:10.1021/jm00357a013

upstream raw materials:

succinic acid anhydride

4-chlorodiphenyl ether

4-(3'-fluorophenyl)-4-oxo-butanoic acid

4-chloro-phenol

Downstream raw materials:

3-acetylthio-3-<4-(4-chlorophenoxy)benzoyl>propionic acid

3-<4-(chlorophenoxy)benzoyl>-3-mercaptopropionic acid

(trans)-3-<4-(4-chlorophenoxy)benzoyl>acrylic acid

3-Bromo-4-[4-(4-chloro-phenoxy)-phenyl]-4-oxo-butyric acid

Refernces

• 1、 Kawamatsu,Saraie,Imamiya,Nishikawa,Hamuro. "Studies on antihyperlipidemic agents. I. Synthesis and hypolipidemic activities of phenoxyphenyl alkanoic acid derivatives". . p. 454 - 458. Retrieved 2007/10/02.