4-(2,4-dimethoxyphenyl)-4-oxo-butanoic acid

Base Information

• Chemical Name: 4-(2,4-dimethoxyphenyl)-4-oxo-butanoic acid
• CAS No.: 14617-06-2
• Molecular Formula: C12H14 O5
• Molecular Weight: 238.24
• Mol file: 14617-06-2.mol

Synonyms:Propionicacid, 3-(2,4-dimethoxybenzoyl)- (8CI); 3-(2',4'-Dimethoxybenzoyl)propionicacid; NSC 42472

Chemical Property of 4-(2,4-dimethoxyphenyl)-4-oxo-butanoic acid

Chemical Property:

• Vapor Pressure: 5.7E-09mmHg at 25°C
• Melting Point: 148 °C
• Boiling Point: 452.3°Cat760mmHg
• PKA: 4.46±0.17(Predicted)
• Flash Point: 176.1°C
• PSA: 72.83000
• Density: 1.211g/cm³
• LogP: 1.75130

Purity/Quality:

98%min ^*data from raw suppliers

4-(2,4-dimethoxyphenyl)-4-oxobutanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(2,4-dimethoxyphenyl)-4-oxo-butanoic acid

There total 9 articles about 4-(2,4-dimethoxyphenyl)-4-oxo-butanoic 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: 88.0%

(S)-(2,4-Dimethoxy-phenyl)-morpholin-4-yl-acetonitrile + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-(2',4'-dimethoxybenzoyl)propionic acid (14617-06-2)

Guidance literature:

(S)-(2,4-Dimethoxy-phenyl)-morpholin-4-yl-acetonitrile; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

acrylic acid methyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield: 80.0%

succinic acid anhydride (108-30-5) + 1,3-Dimethoxybenzene (151-10-0) → 3-(2',4'-dimethoxybenzoyl)propionic acid (14617-06-2)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b02039

Reference yield:

4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid (13335-54-1) + dimethyl sulfate (77-78-1) → 3-(2',4'-dimethoxybenzoyl)propionic acid (14617-06-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1246/bcsj.1.129

upstream raw materials:

succinic acid anhydride

1,3-Dimethoxybenzene

4-(2,4-dihydroxy-phenyl)-4-oxo-butyric acid

dimethyl sulfate

Downstream raw materials:

4-(2,4-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester

2,4-methoxy-α,α-dimethylbenzenebutanol

2,4-dimethoxybenzenebutanoic acid methyl ester

C₂₂H₂₆N₂O₆

Refernces

• 1、 Huang, Jing-Kai,Yang Lauderdale, Tsai-Ling,Shia, Kak-Shan. "Studies on Antibiotics Active against Resistant Bacteria. Total Synthesis of MRSA-Active Tetarimycin A and Its Analogues". supporting information. p. 4248 - 4251. Retrieved 2015/09/15.
• 2、 Pawar,Waghmare,Lokhande. "A simple synthesis of α-methyl-γ-keto acids". . p. 2549 - 2551. Retrieved 2007/10/03.