Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate

Base Information

• Chemical Name: Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate
• CAS No.: 91393-54-3
• Molecular Formula: C12H13ClO2
• Molecular Weight: 224.687
• Hs Code.: 2916399090
• Mol file: 91393-54-3.mol

Synonyms:Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate;

Chemical Property of Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate

Chemical Property:

• PSA: 26.30000
• LogP: 3.00660
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-(4-chlorophenyl)cyclopropanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate

There total 32 articles about Ethyl 2-(4-chlorophenyl)cyclopropanecarboxylate 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: 97.0%

diazoacetic acid ethyl ester (623-73-4) + 4-vinylbenzyl chloride (1073-67-2,24991-47-7) → ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate (91393-54-3) + (+)-ethyl cis-2-(4-chlorophenyl)cyclopropane-1-carboxylate

Guidance literature:

With 1-methyl-1H-imidazole; 1(R),2(R)-bis[(R)-2'-Ph-2-OH-1,1'-binaphthyl-3-ylCH=N]cHx-Co; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1002/1615-4169(20010129)343:1<79::aid-adsc79>3.0.co;2-8

Reference yield: 85.0%

bromochlorobenzene (106-39-8) + (E)-ethyl 2-(benzenesulfinyl)cyclopropane-1-carboxylate → ethyl trans-2-(4-chlorophenyl)cyclopropane-1-carboxylate (4103-56-4,4103-57-5,91393-54-3)

Guidance literature:

(E)-ethyl 2-(benzenesulfinyl)cyclopropane-1-carboxylate; With isopropylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

bromochlorobenzene; In tetrahydrofuran; at 25 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201701030

Reference yield: 75.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + diazoacetic acid ethyl ester (623-73-4) + 4-chlorobenzaldehyde (104-88-1) → ethyl trans-2-(4-chlorophenyl)cyclopropane-1-carboxylate (4103-56-4,4103-57-5,91393-54-3)

Guidance literature:

diazoacetic acid ethyl ester; 4-chlorobenzaldehyde; With copper(l) iodide; triphenylphosphine; In dichloromethane; at 40 ℃; Inert atmosphere;

diazomethane; With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dichloromethane; at -78 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1039/b810708d

upstream raw materials:

diazoacetic acid ethyl ester

4-vinylbenzyl chloride

styrene

α,α-diiodoethylacetate

Downstream raw materials:

(+)-E-2-(4-Chlorophenyl)-cyclopropane-1-carboxylic acid

(trans-2-(4-chlorophenyl)cyclopropyl)methanol

trans-2-(4-chlorophenyl)cyclopropane-1-carbaldehyde

7-(4-((2-(4-chlorophenyl)cyclopropyl)carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylic acid

Refernces

• 1、 Liao, Li-Li,Wang, Zhe-Hao,Cao, Ke-Gong,Sun, Guo-Quan,Zhang, Wei,Ran, Chuan-Kun,Li, Yiwen,Chen, Li,Cao, Guang-Mei,Yu, Da-Gang. "Electrochemical Ring-Opening Dicarboxylation of Strained Carbon-Carbon Single Bonds with CO2: Facile Synthesis of Diacids and Derivatization into Polyesters". supporting information. p. 2062 - 2068. Retrieved 2022/02/10.
• 2、 Maaskant, Ruben V.,Polanco, Ehider A.,Van Lier, Roos C. W.,Roelfes, Gerard. "Cationic iron porphyrins with sodium dodecyl sulphate for micellar catalysis of cyclopropanation reactions". supporting information. p. 638 - 641. Retrieved 2020/02/11.