Ethyl 4-(2-chlorophenyl)-3-oxobutanoate

Base Information

• Chemical Name: Ethyl 4-(2-chlorophenyl)-3-oxobutanoate
• CAS No.: 83657-82-3
• Molecular Formula: C12H13 Cl O3
• Molecular Weight: 240.68
• Hs Code.: 2918300090
• European Community (EC) Number: 970-286-8
• DSSTox Substance ID: DTXSID30517272
• Wikidata: Q82379180
• Mol file: 83657-82-3.mol

Synonyms:ethyl 4-(2-chlorophenyl)-3-oxobutanoate;83657-82-3;4-(2-Chloro-phenyl)-3-oxo-butyric acid ethyl ester;SCHEMBL10955526;DTXSID30517272;ZZYFGEUHEVFLEF-UHFFFAOYSA-N;MFCD03844410;AKOS011056388;ethyl4-(2-chlorophenyl)-3-oxobutanoate;EN300-122258

Chemical Property of Ethyl 4-(2-chlorophenyl)-3-oxobutanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.52
• Boiling Point: 320.591°C at 760 mmHg
• Flash Point: 125.989°C
• PSA: 43.37000
• Density: 1.198g/cm³
• LogP: 2.40480
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 240.0553220
• Heavy Atom Count: 16
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

ethyl4-(2-chlorophenyl)-3-oxobutanoate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)CC1=CC=CC=C1Cl

Technology Process of Ethyl 4-(2-chlorophenyl)-3-oxobutanoate

There total 4 articles about Ethyl 4-(2-chlorophenyl)-3-oxobutanoate 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: 59.0%

2-chlorophenylacetic acid ethyl ester (40061-54-9) + 1-ethoxy-1-(tert-butyldimethylsilyloxy)ethene (42201-84-3) → 4-(2-Chloro-phenyl)-3-oxo-butyric acid ethyl ester (83657-82-3)

Guidance literature:

With (tert-Butyldimethylsilyl)bistriflimide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/d1ob01785c

Reference yield:

ethyl potassium malonate (6148-64-7) + 2-(2-chlorophenyl)-1-(1H-imidazol-1-yl)ethan-1-one → 4-(2-Chloro-phenyl)-3-oxo-butyric acid ethyl ester (83657-82-3)

Guidance literature:

With triethylamine; magnesium chloride; Yield given; Multistep reaction; 1.) CH₃CN, RT, 2 h, 2.) CH₃CN, a) RT, overnight, b) reflux, 2 h;

DOI:10.1021/jm980260f

Reference yield:

2'-chloro-benzeneacetic acid (2444-36-2) → 4-(2-Chloro-phenyl)-3-oxo-butyric acid ethyl ester (83657-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 16 h / 0 - 20 °C

2: tetrahydrofuran; acetonitrile / 16 h / Ambient temperature

In tetrahydrofuran; acetonitrile;

DOI:10.1016/0968-0896(96)00185-X

upstream raw materials:

magnesium bis(3-ethoxy-3-oxopropanoate)

ethyl potassium malonate

2'-chloro-benzeneacetic acid

2-chlorophenylacetic acid ethyl ester

Downstream raw materials:

6-(2-chloro-benzyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one

ethyl (2Z)-3-amino-4-(2-chlorophenyl)but-2-enoate

3-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-4-(2,6-dichloro-phenyl)-butyric acid ethyl ester

3-[2-(adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methylpropionylamino]-4-(2-chlorophenyl)butyric acid ethyl ester