4,4-Bis(4-fluorophenyl)butyric acid

Base Information

• Chemical Name: 4,4-Bis(4-fluorophenyl)butyric acid
• CAS No.: 20662-52-6
• Molecular Formula: C16H14F2O2
• Molecular Weight: 276.283
• Hs Code.: 2916399090
• European Community (EC) Number: 243-949-8
• UNII: N1K3Z46J7A
• DSSTox Substance ID: DTXSID70174702
• Nikkaji Number: J280.637A
• Wikidata: Q27284389
• Mol file: 20662-52-6.mol

Synonyms:4,4-bis(4-fluorophenyl)butanoic acid;BFBA

Chemical Property of 4,4-Bis(4-fluorophenyl)butyric acid

Chemical Property:

• Boiling Point: 379.572 °C at 760 mmHg
• PKA: 4.66±0.10(Predicted)
• Flash Point: 183.359 °C
• PSA: 37.30000
• Density: 1.244 g/cm³
• LogP: 3.96150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 276.09618601
• Heavy Atom Count: 20
• Complexity: 284

Purity/Quality:

98%min ^*data from raw suppliers

4,4-Bis(4-fluorophenyl)butanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4,4-Bis(4-fluorophenyl)butyric acid

There total 7 articles about 4,4-Bis(4-fluorophenyl)butyric 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: 99.0%

4,4-bis(4-fluorophenyl)butan-1-ol (50337-85-4) → 4,4-bis(4-fluorophenyl)butanoic acid (20662-52-6)

Guidance literature:

With Jones reagent; In acetone; for 0.5h; Cooling with ice;

DOI:10.1016/j.bmcl.2010.11.029

Reference yield: 90.8%

fluorobenzene (462-06-6) + 5-(4-fluorophenyl)dihydrofuran-2(3H)-one (51787-96-3) → 4,4-bis(4-fluorophenyl)butanoic acid (20662-52-6)

Guidance literature:

With aluminum (III) chloride; at 15 ℃; for 3h;

Reference yield:

4-flourophenylmagnesium bromide (352-13-6) → 4,4-bis(4-fluorophenyl)butanoic acid (20662-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 5 h / Reflux; Inert atmosphere

2: hydrogenchloride / ethanol / 20 h / Reflux; Inert atmosphere

3: hydrogen; palladium on activated charcoal / ethanol / 20 h / 20 °C / Inert atmosphere

4: chromium(VI) oxide; sulfuric acid / acetone / 16 h / 0 - 20 °C / Inert atmosphere

With chromium(VI) oxide; hydrogenchloride; sulfuric acid; palladium on activated charcoal; hydrogen; In tetrahydrofuran; ethanol; acetone; 1: |Grignard Reaction;

DOI:10.1021/acschemneuro.1c00099

upstream raw materials:

fluorobenzene

5-(4-fluorophenyl)dihydrofuran-2(3H)-one

4,4-bis(4-fluorophenyl)butan-1-ol

4-(4-fluorophenyl)-4-oxopropionic acid

Downstream raw materials:

8-(4,4-bis(4-fluorophenyl)butanoyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

penfluridol

1-[4,4-bis(4-fluorophenyl)butyryl]-4-(3-trifluoromethyl-4-chlorophenyl)-4-piperidinol

4,4'-(4-bromobutane-1,1-diyl)bis(fluorobenzene)

Refernces

• 1、 -. "Penfluridol preparation method". Paragraph 0115; 0116; 0117; 0118. . Retrieved 2017/02/24.
• 2、 Rajsner,Kopicova,Holubek,et al.. "4,4-Bis(4-fluorophenyl)butylamines and their cyclic analogues: An efficient synthesis of the neuroleptic penfluridol". . p. 1760 - 1777. Retrieved 2007/10/05.