Ethyl 3-(4-chlorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(4-chlorophenyl)-3-oxopropanoate
• CAS No.: 2881-63-2
• Molecular Formula: C11H11ClO3
• Molecular Weight: 226.66
• Hs Code.: 2918300090
• European Community (EC) Number: 673-425-8
• NSC Number: 406743
• UNII: M6EC2D6ZXZ
• DSSTox Substance ID: DTXSID20183001
• Nikkaji Number: J524.319J
• Wikidata: Q72473551
• Mol file: 2881-63-2.mol

Synonyms:AC 413;AC-413;AC413 peptide

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

Chemical Property:

• Vapor Pressure: 0.000476mmHg at 25°C
• Melting Point: 38 °C(Solv: ethanol (64-17-5))
• Refractive Index: n20/D 1.5500(lit.)
• Boiling Point: 314.1 °C at 760 mmHg
• PKA: 9.56±0.25(Predicted)
• Flash Point: 128.2 °C
• PSA: 43.37000
• Density: 1.219 g/cm³
• LogP: 2.47590
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Acetone
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 232

Purity/Quality:

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

Ethyl3-(4-Chlorophenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=C(C=C1)Cl
• Uses: Ethyl (4-chlorobenzoyl)acetate may be used to synthesize 2-(carboethoxy)-3-(4′-chloro)phenylquinoxaline 1,4-dioxide.

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

There total 37 articles about Ethyl 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: 93.0%

ethyl 3-hydroxy-2-diazo-3-(4-chlorophenyl)-propionate (876726-66-8) → ethyl (4-chlorobenzoyl)acetate (2881-63-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In neat (no solvent); at 20 ℃; for 3h;

DOI:10.1039/c3ra41920g

Reference yield: 90.0%

para-chloroacetophenone (99-91-2) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl (4-chlorobenzoyl)acetate (2881-63-2)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 0.5h; Reflux;

DOI:10.1021/acs.orglett.8b00433

Reference yield: 89.0%

C17H17ClO3Se → ethyl (4-chlorobenzoyl)acetate (2881-63-2)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 20 - 50 ℃; for 3h;

DOI:10.3184/030823407X198311

upstream raw materials:

ethyl 4-chlorobenzoate

sodium ethyl acetylacetate enolate

sodium ethanolate

para-chloroacetophenone

Downstream raw materials:

5-(4-chloro-phenyl)-2-(1-methyl-piperidin-4-yl)-1,2-dihydro-pyrazol-3-one

ethyl 2-(4-chlorobenzoyl)pent-4-ynoate

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

C₁₆H₂₂ClO₄PS₂

Refernces

• 1、 Baidya, Mrinmay,De Sarkar, Suman,Maiti, Debabrata,Roy, Lisa. "Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH-Pyrroles". supporting information. . Retrieved 2021/12/23.
• 2、 Hu, Wangcheng,He, Xinwei,Zhou, Tongtong,Zuo, Youpeng,Zhang, Shiwen,Yang, Tingting,Shang, Yongjia. "Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones". supporting information. p. 552 - 556. Retrieved 2021/02/06.