Cyclopentanecarboxylic acid, 1-hydroxy-2-oxo-, ethyl ester

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 1-hydroxy-2-oxo-, ethyl ester
• CAS No.: 82415-38-1
• Molecular Formula: C8H12O4
• Molecular Weight: 172.181
• DSSTox Substance ID: DTXSID80445995
• Nikkaji Number: J918.779K
• Mol file: 82415-38-1.mol

Synonyms:82415-38-1;Cyclopentanecarboxylic acid, 1-hydroxy-2-oxo-, ethyl ester;ethyl 1-hydroxy-2-oxocyclopentanecarboxylate;ethyl 1-hydroxy-2-oxocyclopentane-1-carboxylate;SCHEMBL7053478;DTXSID80445995;1-Hydroxy-2-oxocyclopentanecarboxylic acid ethyl ester

Chemical Property of Cyclopentanecarboxylic acid, 1-hydroxy-2-oxo-, ethyl ester

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 172.07355886
• Heavy Atom Count: 12
• Complexity: 211

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCCC1=O)O

Technology Process of Cyclopentanecarboxylic acid, 1-hydroxy-2-oxo-, ethyl ester

There total 12 articles about Cyclopentanecarboxylic acid, 1-hydroxy-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: 66.0%

1-(4-methoxyphenyl)ethenyl acetate (22390-98-3) + 2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → ethyl 2-oxo-1-[2-oxo-2-(4-methoxyphenyl)ethyl]cyclopentane-1-carboxylate (948886-25-7) + ethyl 3-[2-oxo-2-(4-methoxyphenyl)ethyl]tetrahydropyran-2-one-3-carboxylate + ethyl 1-hydroxy-2-oxo-1-cyclopentanecarboxylate (82415-38-1)

Guidance literature:

With cerium(III) chloride heptahydrate; In 2,2,2-trifluoroethanol; at 30 ℃; for 24h; Green chemistry;

DOI:10.1021/acs.joc.6b01441

Reference yield: 47.0%

1-(3,5-bis(trifluoromethyl)phenyl)vinyl acetate (1361513-78-1) + 2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → ethyl 3-{2-oxo-2-[3,5-bis(trifluoromethyl)phenyl]ethyl}tetrahydropyran-2-one-3-carboxylate + ethyl 2-{2-oxo-2-[3,5-bis(trifluoromethyl)phenyl]ethyl}cyclopentanone-2-carboxylate + ethyl 1-hydroxy-2-oxo-1-cyclopentanecarboxylate (82415-38-1)

Guidance literature:

With cerium(III) chloride heptahydrate; In 2,2,2-trifluoroethanol; at 30 ℃; for 24h; Green chemistry;

DOI:10.1021/acs.joc.6b01441

Reference yield: 44.0%

1-(4-bromophenyl)vinyl acetate (342808-62-2) + 2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → ethyl 2-[2-oxo-2-(4-bromophenyl)ethyl]cyclopentanone-2-carboxylate + ethyl 3-[2-oxo-2-(4-bromophenyl)ethyl]tetrahydropyran-2-one-3-carboxylate + ethyl 1-hydroxy-2-oxo-1-cyclopentanecarboxylate (82415-38-1)

Guidance literature:

With cerium(III) chloride heptahydrate; In 2,2,2-trifluoroethanol; at 30 ℃; for 24h; Green chemistry;

DOI:10.1021/acs.joc.6b01441

upstream raw materials:

2-ethoxycarbonyl-1-cyclopentanone

isopropenylbenzene

Isopropenyl acetate

1-(4-nitrophenyl)-1-(acetyloxy)ethylene

Downstream raw materials:

diethyl α-oxoadipate