Methyl 3-(4-chlorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(4-chlorophenyl)-3-oxopropanoate
• CAS No.: 53101-00-1
• Molecular Formula: C10H9 Cl O3
• Molecular Weight: 212.633
• Hs Code.: 29183000
• European Community (EC) Number: 627-449-0
• DSSTox Substance ID: DTXSID70967631
• Nikkaji Number: J1.248.316C
• Wikidata: Q82950238
• Mol file: 53101-00-1.mol

Synonyms:methyl 3-(4-chlorophenyl)-3-oxopropanoate;Methyl 4-chlorobenzoylacetate;22027-53-8;53101-00-1;Methyl (4-chlorobenzoyl)acetate;Methyl(4-chlorobenzoyl)acetate;SCHEMBL1531237;DTXSID70967631;OIPOJEDRCKVDJK-UHFFFAOYSA-N;AMY14647;XAA02753;AB7497;MFCD00216520;AKOS001471540;p-chloro-benzoylacetic acid methyl ester;AS-11472;A4734;BB 0296200;CS-0067987;FT-0655111;FT-0676499;EN300-30884;methyl 3-(4-chlorophenyl)-3-keto-propanoate;3-(4-chlorophenyl)-2-methyl-3-oxopropanoic acid;J-014432;3-(4-chlorophenyl)-3-oxopropionic acid methyl ester;Z317040222

Chemical Property of Methyl 3-(4-chlorophenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.00123mmHg at 25°C
• Melting Point: 42-46 °C(lit.)
• Refractive Index: 1.558-1.56
• Boiling Point: 100-106 °C (0.2 mmHg)
• Flash Point: 125.5°C
• PSA: 43.37000
• Density: 1.255g/cm³
• LogP: 2.08580
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl (4-chlorobenzoyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 3-(4-chlorophenyl)-3-oxopropanoate

There total 7 articles about Methyl 3-(4-chlorophenyl)-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: 75.0%

3-(4-Chloro-phenyl)-2,2-dimethoxy-propionic acid methyl ester (105346-28-9) → methyl 3-(4-chlorophenyl)-2-oxopropanoate (53101-00-1)

Guidance literature:

In formic acid; at 65 - 70 ℃; for 2h;

DOI:10.1248/cpb.36.1404

Reference yield:

methyl 2-[(4-chlorophenyl)methyl]prop-2-enoate → methyl 3-(4-chlorophenyl)-2-oxopropanoate (53101-00-1)

Guidance literature:

methyl 2-[(4-chlorophenyl)methyl]prop-2-enoate; With ozone; In methanol; at -78 ℃;

With dimethylsulfide; In methanol; at -78 - 20 ℃;

DOI:10.1055/s-0034-1379168

Reference yield:

ethyl 3-(4-chlorophenyl)-3-cyano-2-oxopropanoate (38747-00-1) → methyl 3-(4-chlorophenyl)-2-oxopropanoate (53101-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: glacial acetic acid; H₂SO₄ / 20 °C

1.2: 94 percent / H₂O / Heating

2.1: 89 percent / DBU / dimethylformamide / 2.5 h / 0 °C

With sulfuric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

DOI:10.1039/b403052d

upstream raw materials:

3-(4-Chloro-phenyl)-2,2-dimethoxy-propionic acid methyl ester

ethyl 3-(4-chlorophenyl)-3-cyano-2-oxopropanoate

p-chlorobenzyl cyanide

methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate

Downstream raw materials:

H₆₉/17

3-[3-(4-chlorophenyl)-4-hydroxy-5-oxo-2,5-dihydro-2-furyl]propionic acid

3-<4-chlorophenyl>-2-oxo propanol

Z-2-<4-chlorophenyl>-1-tert-butyldimethylsilyloxy methyl propenoate

Refernces

• 1、 Brana, Miguel F,Garcia, M Luisa,Lopez, Berta,de Pascual-Teresa, Beatriz,Ramos, Ana,Pozuelo, Jose M,Dominguez, M Teresa. "Synthesis and biological evaluation of analogues of butyrolactone I and molecular model of its interaction with CDK2.". . p. 1864 - 1871. Retrieved 2007/10/03.
• 2、 Namiki,Suzuki,Sawada,et al.. "An efficient synthesis of WF-3681, a novel aldose reductase inhibitor, and its related compounds". . p. 2594 - 2597. Retrieved 2007/10/02.