2-(3-(Methoxycarbonyl)phenyl)acetic acid

Base Information

• Chemical Name: 2-(3-(Methoxycarbonyl)phenyl)acetic acid
• CAS No.: 52787-19-6
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• European Community (EC) Number: 836-929-0
• Nikkaji Number: J1.245.412K
• Mol file: 52787-19-6.mol

Synonyms:52787-19-6;2-(3-(methoxycarbonyl)phenyl)acetic acid;2-[3-(methoxycarbonyl)phenyl]acetic acid;2-(3-methoxycarbonylphenyl)acetic acid;Benzeneacetic acid, 3-(methoxycarbonyl)-;MFCD18459189;[3-(methoxycarbonyl)phenyl]acetic acid;3-(Methoxycarbonyl)phenylacetic Acid;3-carboxymethyl benzoic acid methyl ester;SCHEMBL1492405;DLWWJGQWXNOQCE-UHFFFAOYSA-N;CCA78719;AKOS005263938;s10088;2-(3-(methoxycarbonyl)phenyl)aceticacid;AS-18970;SY046030;{3-[(methyloxy)carbonyl]phenyl}acetic acid;{3-[(methyloxy) carbonyl]phenyl}acetic acid;CS-0059794;EN300-113757;A870895;Z1198661914

Chemical Property of 2-(3-(Methoxycarbonyl)phenyl)acetic acid

Chemical Property:

• Melting Point: 83-84 °C
• Boiling Point: 350.8±25.0 °C(Predicted)
• PKA: 4.17±0.10(Predicted)
• PSA: 63.60000
• Density: 1.254±0.06 g/cm3(Predicted)
• LogP: 1.10030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98% purity ^*data from raw suppliers

2-(3-(Methoxycarbonyl)phenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC(=C1)CC(=O)O

Technology Process of 2-(3-(Methoxycarbonyl)phenyl)acetic acid

There total 24 articles about 2-(3-(Methoxycarbonyl)phenyl)acetic 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%

methyl 3-(2-hydroxylethyl)benzoate (153599-45-2) → 2-(3-(methoxycarbonyl)phenyl) acetic acid (52787-19-6)

Guidance literature:

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide; In acetonitrile; at 0.5 ℃; for 2h; pH=9-10;

Reference yield: 90.0%

3-methoxycarbonylphenylacetic acid methyl ester (52787-20-9) → 2-(3-(methoxycarbonyl)phenyl) acetic acid (52787-19-6)

Guidance literature:

3-methoxycarbonylphenylacetic acid methyl ester; With potassium carbonate; In methanol; water; at 20 ℃; for 12h;

With hydrogenchloride; In water;

Reference yield: 84.0%

carbon dioxide (124-38-9,18923-20-1) + methyl 3-(fluoromethyl)benzoate → 2-(3-(methoxycarbonyl)phenyl) acetic acid (52787-19-6)

Guidance literature:

With triethylsilane; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; In dimethyl sulfoxide; at 25 - 30 ℃; for 16h; under 760.051 Torr; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;

DOI:10.1016/j.chempr.2021.08.004

upstream raw materials:

3-methoxycarbonylphenylacetic acid methyl ester

3-(2-Diazo-acetyl)-benzoic acid methyl ester

dimethyl Isophthalate

benzene 1,3-dicarboxylic acid monomethyl ester

Downstream raw materials:

3-(2-((2-((tert-butyldimethylsilyl)oxy)ethyl)(phenyl)amino)-2-oxoethyl)-N-hydroxybenzamide

N-hydroxy-3-(2-((2-hydroxyethyl)(phenyl)amino)-2-oxoethyl) benzamide

methyl 3-(2-((2-((tert-butyldimethylsilyl)oxy)ethyl)(phenyl)amino)-2-oxoethyl)benzoate

methyl 3-(2-amino-2-oxoethyl)benzoate

Refernces

• 1、 Bo, Zhi-Yu,Chen, Lin,Gao, Tian-Yu,Jing, Ke,Lan, Yu,Liu, Shi-Han,Luo, Shu-Ping,Yan, Si-Shun,Yu, Bo,Yu, Da-Gang. "Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2". supporting information. p. 3099 - 3113. Retrieved 2021/11/16.
• 2、 Mori, Mattia,Deodato, Davide,Kasula, Mohan,Ferraris, Davide M.,Sanna, Adriana,De Logu, Alessandro,Rizzi, Menico,Botta, Maurizio. "Design, synthesis, SAR and biological investigation of 3-(carboxymethyl)rhodanine and aminothiazole inhibitors of Mycobacterium tuberculosis Zmp1". supporting information. p. 637 - 641. Retrieved 2018/02/06.