2-(4'-Acetyl-2-fluoro-biphenyl-4-YL)-propionic acid methyl ester

Base Information

• Chemical Name: 2-(4'-Acetyl-2-fluoro-biphenyl-4-YL)-propionic acid methyl ester
• CAS No.: 215175-83-0
• Molecular Formula: C18H17FO3
• Molecular Weight: 300.33
• DSSTox Substance ID: DTXSID30595636
• Mol file: 215175-83-0.mol

Synonyms:215175-83-0;2-(4'-ACETYL-2-FLUORO-BIPHENYL-4-YL)-PROPIONIC ACID METHYL ESTER;[1,1'-Biphenyl]-4-aceticacid, 4'-acetyl-2-fluoro-a-methyl-, methyl ester;methyl 2-[4-(4-acetylphenyl)-3-fluorophenyl]propanoate;Methyl 2-(4'-acetyl-2-fluoro-[1,1'-biphenyl]-4-yl)propanoate;Methyl 2-(4'-acetyl-2-fluoro-biphenyl-4-yl)-propionate;Methyl 2-(4'-Acetyl-2-fluoro-biphenyl-4-yl)-propionate-d3;starbld0019057;SCHEMBL8193598;DTXSID30595636;AKOS030255525;AB66040;DB-255175;Methyl 2-(4'-acetyl-2-fluoro[1,1'-biphenyl]-4-yl)propanoate;2-(4 inverted exclamation mark -Acetyl-2-fluoro-biphenyl-4-yl)-propionic Acid Methyl Ester

Chemical Property of 2-(4'-Acetyl-2-fluoro-biphenyl-4-YL)-propionic acid methyl ester

Chemical Property:

• Melting Point: 26-27 °C
• Boiling Point: 394.7 °C at 760 mmHg
• Flash Point: 185.9 °C
• PSA: 43.37000
• Density: 1.152 g/cm³
• LogP: 3.97180
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 300.11617256
• Heavy Atom Count: 22
• Complexity: 401

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4’-Acetyl-2-fluoro-biphenyl-4-yl)-propionicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=C(C=C1)C2=CC=C(C=C2)C(=O)C)F)C(=O)OC
• Uses: Methyl 2-(4’-Acetyl-2-fluoro-biphenyl-4-yl)-propionate can be used as an intermediate for the synthesis of the metabolite of Flurbiprofen, an anti-inflammatory used as an analgesic.

Technology Process of 2-(4'-Acetyl-2-fluoro-biphenyl-4-YL)-propionic acid methyl ester

There total 3 articles about 2-(4'-Acetyl-2-fluoro-biphenyl-4-YL)-propionic acid methyl ester 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: 91.0%

methyl 2-(2-fluoro-4-biphenylyl)propionate (113544-38-0,113544-39-1,114376-61-3,66202-86-6) + acetyl chloride (75-36-5) → methyl 2-(4'-acetyl-2-fluoro-[1,1'-biphenyl]-4-yl)propanoate (215175-83-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; Reflux;

DOI:10.1016/j.bmcl.2013.04.008

Reference yield:

2-fluorobiphenyl (321-60-8) + acetyl chloride (75-36-5) → methyl 2-(4'-acetyl-2-fluoro-[1,1'-biphenyl]-4-yl)propanoate (215175-83-0)

Guidance literature:

With hydrogenchloride; aluminium trichloride; In water; 1,2-dichloro-ethane;

Reference yield:

fluorobiprofen (5104-49-4) → methyl 2-(4'-acetyl-2-fluoro-[1,1'-biphenyl]-4-yl)propanoate (215175-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 3 h / Reflux

2: aluminum (III) chloride / dichloromethane / Reflux

With aluminum (III) chloride; sulfuric acid; In dichloromethane; 2: |Friedel-Crafts Acylation;

DOI:10.1016/j.bmcl.2013.04.008

upstream raw materials:

2-fluorobiphenyl

acetyl chloride

fluorobiprofen

methyl 2-(2-fluoro-4-biphenylyl)propionate

Downstream raw materials:

4-{2'-fluoro-4'-[1-oxo-1-(3-(1,2,3,4-tetrahydroacridin-9-ylamino)propylamino)propan-2-yl]biphenyl-4-yloxy}butyl nitrate

6-{2'-fluoro-4'-[1-oxo-1-(3-(1,2,3,4-tetrahydroacridin-9-ylamino)propylamino)propan-2-yl]biphenyl-4-yloxy}hexyl nitrate

2-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}ethyl nitrate

3-{2'-fluoro-4'-[1-oxo-1-(4-(1,2,3,4-tetrahydroacridin-9-ylamino)butylamino)propan-2-yl]biphenyl-4-yloxy}propyl nitrate

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