2-(4-Chlorobenzyl)acetoacetic acid ethyl ester

Base Information

• Chemical Name: 2-(4-Chlorobenzyl)acetoacetic acid ethyl ester
• CAS No.: 36600-72-3
• Molecular Formula: C13H15 Cl O3
• Molecular Weight: 254.713
• Hs Code.: 2918300090
• European Community (EC) Number: 671-395-0
• DSSTox Substance ID: DTXSID00373882
• Nikkaji Number: J570.261E
• Mol file: 36600-72-3.mol

Synonyms:36600-72-3;2-(4-Chlorobenzyl)acetoacetic acid ethyl ester;ethyl 2-(4-chlorobenzyl)-3-oxobutanoate;ethyl 2-[(4-chlorophenyl)methyl]-3-oxobutanoate;ethyl 2-(4-chlorobenzyl)acetoacetate;SCHEMBL901733;DTXSID00373882;HQZNZKQSSZWNEB-UHFFFAOYSA-N;MFCD03093820;AKOS002673966;AKOS016042316;ethyl 2-(4-chlorobenzyl)-acetoacetate;ethyl2-(4-chlorobenzyl)-3-oxobutanoate;2-(4-chlorobenzyl)acetoacetic ethyl ester;DIETHYLETHYL(1-METHYLPROPYL)MALONATE;CS-0316063;ethyl 2-acetyl-3-(4-chlorophenyl)propanoate;FT-0639326;(+/-)-ethyl 2-(4-chlorobenzyl)-3-oxobutanoate;2-(4-chlorobenzyl)-3-oxobutyric acid ethyl ester;A823309;ethyl 2-[(4-chlorophenyl)methyl]-3-oxo-butanoate;2-(4-Chlorobenzyl)-3-oxobutanoic acid ethyl ester

Chemical Property of 2-(4-Chlorobenzyl)acetoacetic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.000105mmHg at 25°C
• Boiling Point: 180 °C
• Flash Point: 129.5°C
• PSA: 43.37000
• Density: 1.169g/cm³
• LogP: 2.65080
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 254.0709720
• Heavy Atom Count: 17
• Complexity: 270

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4-Chlorobenzyl)acetoaceticacidethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=C(C=C1)Cl)C(=O)C

Technology Process of 2-(4-Chlorobenzyl)acetoacetic acid ethyl ester

There total 8 articles about 2-(4-Chlorobenzyl)acetoacetic acid ethyl ester 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 acetoacetate (141-97-9) + para-Chlorobenzyl alcohol (873-76-7) → ethyl 2-[(4-chlorophenyl)methyl]-3-oxobutanoate (36600-72-3)

Guidance literature:

With potassium dodeca tungstocobaltate trihydrate; In neat (no solvent); at 80 ℃; for 0.333333h;

DOI:10.1016/j.cclet.2012.10.011

Reference yield: 91.0%

ethyl acetoacetate (141-97-9) + para-Chlorobenzyl alcohol (873-76-7) → bis(4-chlorobenzyl) ether (56428-00-3) + ethyl 2-[(4-chlorophenyl)methyl]-3-oxobutanoate (36600-72-3)

Guidance literature:

With 12-tungestocobaltic acid supported on nano silica; at 80 ℃; for 0.0833333h; neat (no solvent);

DOI:10.1016/j.molcata.2012.03.005

Reference yield: 84.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzyl bromide (622-95-7) → ethyl 2-[(4-chlorophenyl)methyl]-3-oxobutanoate (36600-72-3)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h;

4-chlorobenzyl bromide; In tetrahydrofuran;

DOI:10.1039/c9ob01681c

upstream raw materials:

sodium ethyl acetylacetate enolate

1-Chloro-4-(chloromethyl)benzene

ethyl acetoacetate

4-chlorobenzyl bromide

Downstream raw materials:

(E)-ethyl 3-(4-chlorophenyl)-2-(hydroxyimino)propanoate

C₂₀H₁₃Cl₂N₃

ethyl [3-(4-chlorobenzyl)-4,7-dimethyl-2-oxo-2H-chromen-5-yloxy]acetate

[3-(4-chlorobenzyl)-4,7-dimethyl-2-oxo-2H-chromen-5-yl]acetic acid methyl ester

Refernces

• 1、 -. "TELOMERASE REVERSE TRANSCRIPTASE DEGRADERS AND METHODS OF USE THEREOF". Paragraph 00127; 00129. . Retrieved 2020/12/30.
• 2、 Li, Jing,Bauer, Adriano,Di Mauro, Giovanni,Maulide, Nuno. "α-Arylation of Carbonyl Compounds through Oxidative C?C Bond Activation". supporting information. p. 9816 - 9819. Retrieved 2019/06/25.