(1,1'-Biphenyl)-3-acetic acid, 4'-methoxy-

Base Information

• Chemical Name: (1,1'-Biphenyl)-3-acetic acid, 4'-methoxy-
• CAS No.: 75852-49-2
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.274
• DSSTox Substance ID: DTXSID50226753
• Wikidata: Q83106265
• ChEMBL ID: CHEMBL141375
• Mol file: 75852-49-2.mol

Synonyms:75852-49-2;(1,1'-Biphenyl)-3-acetic acid, 4'-methoxy-;2-[3-(4-methoxyphenyl)phenyl]acetic acid;3-biphenyl-(4'-methoxy)acetic acid;BRN 5020434;4'-methoxy-biphenyl-3-acetic acid;[3-(4-METHOXYPHENYL)PHENYL]ACETIC ACID;(4'-Methoxy-biphenyl-3-yl)-acetic acid;4'-Methoxy-(1,1'-biphenyl)-3-acetic acid;2-(4'-Methoxy-[1,1'-biphenyl]-3-yl)acetic acid;2-(4'-Methoxy-[1,1'-biphenyl]-3-yl)aceticacid;2-{4'-methoxy-[1,1'-biphenyl]-3-yl}acetic acid;3-Biphenyl-(4'-methoxy)aceticacid;CHEMBL141375;SCHEMBL4201864;DTXSID50226753;3-Biphenyl-(4-methoxy)acetic acid;MFCD01740450;(4'-methoxybiphenyl-3-yl)acetic acid;2-(4'-methoxybiphenyl-3-yl)acetic acid;LS-44113;A9633;CS-0172586

Chemical Property of (1,1'-Biphenyl)-3-acetic acid, 4'-methoxy-

Chemical Property:

• Boiling Point: 418 °C at 760 mmHg
• Flash Point: 158.2 °C
• PSA: 46.53000
• Density: 1.175 g/cm³
• LogP: 2.98930
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 242.094294304
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

98% ^*data from raw suppliers

2-(4'-Methoxy-[1,1'-biphenyl]-3-yl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1,1'-Biphenyl)-3-acetic acid, 4'-methoxy-

There total 5 articles about (1,1'-Biphenyl)-3-acetic acid, 4'-methoxy- 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: 78.0%

(4'-Methoxy-biphenyl-3-yl)-acetic acid methyl ester (75865-41-7) → 3-(4-methoxyphenyl)phenylacetic acid (75852-49-2)

Guidance literature:

With sodium hydroxide; In methanol; for 1h; Heating;

DOI:10.1021/jm00133a010

Reference yield:

(5-Acetylamino-4'-methoxy-biphenyl-3-yl)-acetic acid methyl ester (75852-23-2) → 3-(4-methoxyphenyl)phenylacetic acid (75852-49-2)

Guidance literature:

Multi-step reaction with 3 steps

1: concd HCl / methanol / 4 h / Heating

2: HCl / 2 h / Heating

3: 1.) aq. NaNO₂, concd HCl, 2.) H₃PO₂ / 1.) DMF, 0 deg C, 2.) DMF, 0-5 deg C, 59 h

With hydrogenchloride; hypophosphorous acid; sodium nitrite; In methanol;

DOI:10.1021/jm00133a010

Reference yield:

(5-Amino-4'-methoxy-biphenyl-3-yl)-acetic acid methyl ester; hydrochloride (75852-26-5) → 3-(4-methoxyphenyl)phenylacetic acid (75852-49-2)

Guidance literature:

With hydrogenchloride; hypophosphorous acid; sodium nitrite; Multistep reaction; 1.) DMF, 0 deg C, 2.) DMF, 0-5 deg C, 59 h;

DOI:10.1021/jm00133a010

upstream raw materials:

(4'-Methoxy-biphenyl-3-yl)-acetic acid methyl ester

(5-Amino-4'-methoxy-biphenyl-3-yl)-acetic acid methyl ester; hydrochloride

(5-Acetylamino-4'-methoxy-biphenyl-3-yl)-acetic acid methyl ester

Downstream raw materials:

2-(4'-Methoxy-biphenyl-3-yl)-propionic acid

Refernces

• 1、 Tamura, Yasumitsu,Yoshimoto, Yoshihiko,Kunimoto, Katsutoshi,Tada, Shin-ichi,Matsumura, Shingo,et al.. "Nonsteroidal Antiinflammatory Agents. 2. Synthesis of 4',5-Disubstituted 3-Biphenylylacetic Acids and Their Derivatives with Antiinflammatory and Analgesic Activities". . p. 43 - 47. Retrieved 2007/10/02.