3-(2-Bromo-4-fluorophenyl)propanoic acid

Base Information

• Chemical Name: 3-(2-Bromo-4-fluorophenyl)propanoic acid
• CAS No.: 174603-55-5
• Molecular Formula: C9H8 Br F O2
• Molecular Weight: 247.064
• DSSTox Substance ID: DTXSID90448492
• Wikidata: Q82267505
• Mol file: 174603-55-5.mol

Synonyms:174603-55-5;3-(2-Bromo-4-fluorophenyl)propionic acid;3-(2-bromo-4-fluorophenyl)propanoic acid;3-(2-BROMO-4-FLUORO-PHENYL)-PROPIONIC ACID;Benzenepropanoic acid, 2-bromo-4-fluoro-;3-(2-BROMO-4-FLUORO-PHENYL)-PROPIONICACID;SCHEMBL8361456;DTXSID90448492;VHFQIJJCQTZKFK-UHFFFAOYSA-N;AMY16157;MFCD06656907;AKOS006038671;3-(2-Bromo-4-fluorophenyl)propionicacid;DS-13661;CS-0090453;FT-0652647;EN300-174710;Y10269;3-(2-bromanyl-4-fluoranyl-phenyl)propanoic acid;A811670;Z426022210

Chemical Property of 3-(2-Bromo-4-fluorophenyl)propanoic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.60540
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 245.96917
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98.5% ^*data from raw suppliers

3-(2-bromo-4-fluoro-phenyl)-propionicacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)Br)CCC(=O)O

Technology Process of 3-(2-Bromo-4-fluorophenyl)propanoic acid

There total 7 articles about 3-(2-Bromo-4-fluorophenyl)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: 91.0%

2-(2-bromo-4-fluoro-benzyl)-malonic acid diethyl ester (174603-54-4) → 3-(2-bromo-4-fluoro-phenyl)-propionic acid (174603-55-5)

Guidance literature:

2-(2-bromo-4-fluoro-benzyl)-malonic acid diethyl ester; With potassium hydroxide; for 4.5h; Heating;

With sulfuric acid; for 18h; Further stages.; Heating;

DOI:10.1021/jm020068k

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + 2-bromo-4-fluorobenzaldehyde (59142-68-6) → 3-(2-bromo-4-fluoro-phenyl)-propionic acid (174603-55-5)

Guidance literature:

With formic acid; triethylamine; at 0 - 95 ℃; for 4h;

DOI:10.1021/acs.orglett.9b03498

Reference yield:

methyl 3-(2-bromo-4-fluorophenyl)propanoate → 3-(2-bromo-4-fluoro-phenyl)-propionic acid (174603-55-5)

Guidance literature:

methyl 3-(2-bromo-4-fluorophenyl)propanoate; With water; sodium hydroxide; In tetrahydrofuran; methanol; at 50 ℃; for 3h;

With hydrogenchloride; In water; for 1h;

upstream raw materials:

2-(2-bromo-4-fluoro-benzyl)-malonic acid diethyl ester

2-bromo-4-fluorotoluene

2-bromo-4-fluorobenzyl bromide

2-bromo-4-fluoro-1-iodobenzene

Downstream raw materials:

3-(2-Bromo-4-fluorophenyl)propan-1-ol

4-bromo-6-fluoro-indan-1-one

Refernces

• 1、 Kataoka, Miyabi,Otawa, Yuna,Ido, Natsuki,Mori, Keiji. "Highly Diastereoselective Synthesis of Medium-Sized Carbocycle-Fused Piperidines via Sequential Hydride Shift Triggered Double C(sp3)-H Bond Functionalization". supporting information. p. 9334 - 9338. Retrieved 2019/11/19.
• 2、 -. "3-ARYL-5-SUBSTITUTED-ISOQUINOLIN-1-ONE COMPOUNDS AND THEIR THERAPEUTIC USE". Page/Page column 171. . Retrieved 2015/03/28.