Cyclohexanepropanoic acid, 1-(ethoxycarbonyl)-2-oxo-, ethyl ester

Base Information

• Chemical Name: Cyclohexanepropanoic acid, 1-(ethoxycarbonyl)-2-oxo-, ethyl ester
• CAS No.: 93865-05-5
• Molecular Formula: C14H22O5
• Molecular Weight: 270.326
• Mol file: 93865-05-5.mol

Synonyms:

Chemical Property of Cyclohexanepropanoic acid, 1-(ethoxycarbonyl)-2-oxo-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanepropanoic acid, 1-(ethoxycarbonyl)-2-oxo-, ethyl ester

There total 5 articles about Cyclohexanepropanoic acid, 1-(ethoxycarbonyl)-2-oxo-, 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: 99.0%

ethyl 2-oxocyclohexane carboxylate (1655-07-8) + ethyl acrylate (140-88-5,9003-32-1) → 3-(1-ethoxycarbonyl-2-oxo-cyclohexyl)-propionic acid ethyl ester (93865-05-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethanol; at 20 ℃; for 5h;

DOI:10.1081/SCC-120014028

Reference yield: 85.0%

Ethyl 3-bromopropionate (539-74-2) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 3-(1-ethoxycarbonyl-2-oxo-cyclohexyl)-propionic acid ethyl ester (93865-05-5)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; 1.) reflux, 30 min, 2.) reflux, 2 h;

DOI:10.1039/p19960001027

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 3-(1-ethoxycarbonyl-2-oxo-cyclohexyl)-propionic acid ethyl ester (93865-05-5)

Guidance literature:

With sodium; benzene; anschliessendes Erwaermen mit 3-Brom-propionsaeure-aethylester;

DOI:10.1039/jr9330001012 DOI:10.1021/ja01140a035

upstream raw materials:

ethyl 3-chloropropanoate

ethyl 2-oxocyclohexane carboxylate

ethyl acrylate

Ethyl 3-bromopropionate

Downstream raw materials:

3-(3-ethoxycarbonyl-2-oxo-cyclohexyl)-propionic acid ethyl ester

3-(2-oxocyclohexyl)propionic acid

Methyl (Z)-2-(phenylselanylcarbonylethyl)cyclohexylideneacetate

Methyl (Z)-2-(carboxyethyl)cyclohexylideneacetate

Refernces

• 1、 Kotsuki, Hiyoshizo,Arimura, Koji,Ohishi, Takeshi,Maruzasa, Ryosuke. "Trifluoromethanesulfonic Acid, an Unusually Powerful Catalyst for the Michael Addition Reaction of β-Ketoesters under Solvent-Free Conditions". . p. 3770 - 3773. Retrieved 2007/10/03.
• 2、 Green, Stuart P.,Whiting, Donald A.. "Ring-D aromatic phytosteroids; a model for biogenesis by way of carbon radical rearrangement". . p. 1027 - 1034. Retrieved 2007/10/03.