Cyclopentanecarboxylic acid, 3-methyl-2-oxo-, ethyl ester

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-methyl-2-oxo-, ethyl ester
• CAS No.: 7424-85-3
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Mol file: 7424-85-3.mol

Synonyms:5-methyl-2-carbethoxycyclopentanone;3-methyl-2-oxo-cyclopentanecarboxylic acid ethyl ester;3-methyl-2-oxocyclopentane-1-carboxylate;Cyclopentanecarboxylic acid,3-methyl-2-oxo-,ethyl ester;ethyl 3-methyl-2-oxocyclopentanecarboxylate;2-ethoxycarbonyl-5-methylcyclopentanone;2-carboethoxy-5-methyl-cyclopentanone;

Chemical Property of Cyclopentanecarboxylic acid, 3-methyl-2-oxo-, ethyl ester

Chemical Property:

• Boiling Point: 109 °C(Press: 12 Torr)
• PKA: 12.06±0.40(Predicted)
• PSA: 43.37000
• Density: 1.068±0.06 g/cm3(Predicted)
• LogP: 1.16470

Purity/Quality:

95% ^*data from raw suppliers

2-Carboethoxy-5-methyl-cyclopentanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-methyl-2-oxo-, ethyl ester

There total 6 articles about Cyclopentanecarboxylic acid, 3-methyl-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: 56.0%

2-methyl-adipic acid diethyl ester (91214-21-0) → ethyl 3-methyl-2-oxocyclopentanecarboxylate (7424-85-3)

Guidance literature:

With molecular sieve; TiCl₂(OTf)2; triethylamine; In dichloromethane; 1.) 0 deg C up to RT; 2.) RT, 10 h;

DOI:10.1246/cl.1984.1867

Reference yield:

ethyl 1-methyl-2-oxocyclopentane-1-carboxylate (5453-88-3) → ethyl 3-methyl-2-oxocyclopentanecarboxylate (7424-85-3)

Guidance literature:

With sodium ethanolate; In ethanol; Heating;

DOI:10.1021/jo01032a516

Reference yield:

→ ethyl 3-methyl-2-oxocyclopentanecarboxylate (7424-85-3)

Guidance literature:

With ethanol; sodium; at 120 - 140 ℃;

upstream raw materials:

2-methyl-adipic acid diethyl ester

ethyl 1-methyl-2-oxocyclopentane-1-carboxylate

diethyl adipate

methyl iodide

Downstream raw materials:

2-(3-Chloro-phenyl)-7-methyl-3,5,6,7-tetrahydro-cyclopentapyrimidin-4-one

2-Methylcyclopentanone

3-methyl-cyclopent-1-ene-1,2-dicarboxylic acid

3t-methyl-2t-hydroxy-1r-dimethylaminomethylcyclopentane methiodide

Refernces

• 1、 Sisido,K. et al.. "-". . p. 2781 - 2782. Retrieved 1964.
• 2、 Tanabe, Yoo. "THE SELECTIVE CLAISEN AND DIECKMANN ESTER CONDENSATION PROMOTED BY DICHLOROBIS(TRIFLUOROMETHANESULFONATO)TITANIUM(IV)". . p. 1917 - 1924. Retrieved 2007/10/02.