Ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate
• CAS No.: 97025-16-6
• Molecular Formula: C13H16O5
• Molecular Weight: 252.267
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID80374337
• Nikkaji Number: J184.144K
• Wikidata: Q82162884
• Mol file: 97025-16-6.mol

Synonyms:ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate;97025-16-6;3-(3,5-Dimethoxy-phenyl)-3-oxo-propionic acid ethyl ester;3-(3,5-dimethoxyphenyl)-3-oxo-propionic acidethyl ester;SCHEMBL1528398;DTXSID80374337;RFAPZUBGJSLLKW-UHFFFAOYSA-N;MFCD03424827;3,5-Dimethoxybenzoylacetic acid ethyl ester;FT-0755754;ethyl3-(3,5-dimethoxyphenyl)-3-oxopropanoate

Chemical Property of Ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate

Chemical Property:

• Boiling Point: 344.819 °C at 760 mmHg
• Flash Point: 170.292 °C
• PSA: 61.83000
• Density: 1.136 g/cm³
• LogP: 1.83970
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 252.09977361
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(3,5-dimethoxyphenyl)-3-oxopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC(=CC(=C1)OC)OC

Technology Process of Ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate

There total 12 articles about Ethyl 3-(3,5-dimethoxyphenyl)-3-oxopropanoate 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: 89.0%

2-diazo-3-(3,5-dimethoxy-phenyl)-3-hydroxy-propionic acid ethyl ester → 3-(3,5-dimethoxyphenyl)-3-oxopropionic acid ethyl ester (97025-16-6)

Guidance literature:

With copper(II) sulfate; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2006.10.059

Reference yield: 81.0%

1-(3,5-dimethoxyphenyl)ethan-1-one (39151-19-4) + Diethyl carbonate (105-58-8,76619-83-5) → 3-(3,5-dimethoxyphenyl)-3-oxopropionic acid ethyl ester (97025-16-6)

Guidance literature:

With sodium hydride; In toluene; mineral oil;

DOI:10.1016/j.bmc.2013.06.046

Reference yield: 68.0%

ethyl acetate (141-78-6) + 3,5-dimethoxybenzoyl chloride (17213-57-9) → 3-(3,5-dimethoxyphenyl)-3-oxopropionic acid ethyl ester (97025-16-6)

Guidance literature:

ethyl acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h; Inert atmosphere;

3,5-dimethoxybenzoyl chloride; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/chem.201601954

upstream raw materials:

2-(3,5-dimethoxy-benzoyl)-3-oxo-butyric acid ethyl ester

methyl 3,5-dimethoxybenzoate

ethyl acetate

3,5-dimethoxybenzoyl chloride

Downstream raw materials:

1-(3,5-dimethoxy-phenyl)-pentadecan-1-one

3-(3,5-dimethoxy-phenyl)-2-methyl-3-oxo-propionic acid ethyl ester

3,5-dimethoxyphenyl ethyl ketone

1-(3,5-dimethoxyphenyl)ethan-1-one

Refernces

• 1、 Aponte-Guzmán, Joel,Phun, Lien H.,Cavitt, Marchello A.,Taylor, J. Evans,Davy, Jack C.,France, Stefan. "Catalytic, Cascade Ring-Opening Benzannulations of 2,3-Dihydrofuran O,O- and N,O-Acetals". supporting information. p. 10405 - 10409. Retrieved 2016/07/21.
• 2、 Ishida, Yohsuke,Yoshida, Yuhki,Igarashi, Tetsutaro,Sakurai, Tadamitsu. "Novel photosensitized cyclization reactions of ethyl 3-amino-3-phenyl-2- propenoate derivatives to highly substituted pyrroles". . p. 1691 - 1698. Retrieved 2013/09/12.