3-(2-Bromo-5-methoxyphenyl)propanoic acid

Base Information

• Chemical Name: 3-(2-Bromo-5-methoxyphenyl)propanoic acid
• CAS No.: 66192-02-7
• Molecular Formula: C10H11BrO3
• Molecular Weight: 259.1
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60437277
• Wikidata: Q82252755
• Mol file: 66192-02-7.mol

Synonyms:3-(2-bromo-5-methoxyphenyl)propanoic acid;66192-02-7;3-(2-Bromo-5-methoxyphenyl)propionic acid;3-(2-Bromo-5-methoxyphenyl)propanoicacid;SCHEMBL9037504;DTXSID60437277;MFCD18391949;AKOS014657804;AM806860;FT-0759974;3-(2-bromo-5-methoxy-phenyl)-propionic acid;E86970;EN300-107971

Chemical Property of 3-(2-Bromo-5-methoxyphenyl)propanoic acid

Chemical Property:

• Boiling Point: 372.108 °C at 760 mmHg
• Flash Point: 178.845 °C
• PSA: 46.53000
• Density: 1.493 g/cm³
• LogP: 2.47490
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.98916
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Bromo-5-methoxyphenyl)propionic acid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(2-Bromo-5-methoxyphenyl)propanoic acid

There total 9 articles about 3-(2-Bromo-5-methoxyphenyl)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: 96.0%

3-(3-Methoxy-phenyl)-propionic acid (10516-71-9) → 3-(2-bromo-5-methoxyphenyl)propanoic acid (66192-02-7)

Guidance literature:

With bromine; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00424

Reference yield:

cycl-isopropylidene malonate (2033-24-1) + 2-bromo-5-methoxy-benzaldehyde (7507-86-0) → 3-(2-bromo-5-methoxyphenyl)propanoic acid (66192-02-7)

Guidance literature:

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

DOI:10.1021/acs.orglett.9b03498

Reference yield:

→ 3-(2-bromo-5-methoxyphenyl)propanoic acid (66192-02-7)

Guidance literature:

With tetrachloromethane; bromine;

DOI:10.1021/ja01162a077

upstream raw materials:

3-(3-Methoxy-phenyl)-propionic acid

2-(2-Bromo-5-methoxy-benzyl)-malonic acid diethyl ester

3-(3-hydroxyphenyl)-propanoic acid

2-bromo-5-methoxybenzyl bromide

Downstream raw materials:

4-bromo-7-methoxy-2,3-dihydro-1H-inden-1-one

methyl 3-(2-bromo-5-methoxyphenyl)propanoate

cis-5-methoxy-2-propyl-2,3,4,4a,9,9a-hexahydro-1H-indeno<2,1-c>pyridine

trans-5-methoxy-2-propyl-2,3,4,4a,9,9a-hexahydro-1H-indeno<2,1-c>pyridine

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、 Pflaesterer, Daniel,Rettenmeier, Eva,Schneider, Severin,De Las Heras Ruiz, Edgar,Rudolph, Matthias,Hashmi, A. Stephen K.. "Highly efficient gold-catalyzed synthesis of dibenzocycloheptatrienes". supporting information. p. 6752 - 6755. Retrieved 2014/06/09.