Ethyl 4-(p-chlorophenyl)-2-ketobutanoate

Base Information

• Chemical Name: Ethyl 4-(p-chlorophenyl)-2-ketobutanoate
• CAS No.: 83402-92-0
• Molecular Formula: C12H13ClO3
• Molecular Weight: 240.686
• European Community (EC) Number: 850-920-9
• Nikkaji Number: J990.821H

Synonyms:ethyl 4-(4-chlorophenyl)-2-oxobutanoate;ethyl 4-(p-chlorophenyl)-2-ketobutanoate;83402-92-0;4-(4-Chlorophenyl)-2-oxobutyric acid ethyl ester;SCHEMBL7057094;VUMFPMBWHQNWKS-UHFFFAOYSA-N;ethyl 4-p-chlorophenyl-2-oxobutyrate;ethyl 4-(p-chlorophenyl)-2-oxobutyrate;CS-0260701;EN300-7562772

Chemical Property of Ethyl 4-(p-chlorophenyl)-2-ketobutanoate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 240.0553220
• Heavy Atom Count: 16
• Complexity: 245

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)CCC1=CC=C(C=C1)Cl

Technology Process of Ethyl 4-(p-chlorophenyl)-2-ketobutanoate

There total 3 articles about Ethyl 4-(p-chlorophenyl)-2-ketobutanoate 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:

1-(2-bromoethyl)-4-chlorobenzene (6529-53-9) + oxalic acid diethyl ester (95-92-1) → ethyl 4-(p-chlorophenyl)-2-ketobutanoate (83402-92-0)

Guidance literature:

1-(2-bromoethyl)-4-chlorobenzene; With magnesium; In tetrahydrofuran; for 1h; Reflux; Inert atmosphere;

oxalic acid diethyl ester; In tetrahydrofuran; at -10 ℃; for 1.5h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1016/j.tet.2011.06.071

Reference yield:

(Z)-ethyl 4-(4'-chlorophenyl)-2-oxo-3-butenoate (148345-32-8) → ethyl 4-(p-chlorophenyl)-2-ketobutanoate (83402-92-0)

Guidance literature:

palladium;

Reference yield:

oxalic acid diethyl ester (95-92-1) + (4-chlorophenethyl)magnesium bromide (36159-18-9) → ethyl 4-(p-chlorophenyl)-2-ketobutanoate (83402-92-0)

Guidance literature:

In diethyl ether; Yield given; Ambient temperature;

DOI:10.1016/S0957-4166(98)00277-8

upstream raw materials:

oxalic acid diethyl ester

(4-chlorophenethyl)magnesium bromide

(Z)-ethyl 4-(4'-chlorophenyl)-2-oxo-3-butenoate

1-(2-bromoethyl)-4-chlorobenzene

Downstream raw materials:

4-(p-chlorophenyl)-2-oxobutanoic acid

4-(4-Chloro-phenyl)-2-hydroxy-butyric acid ethyl ester

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