Ethyl 2-(1-hydroxycyclohexyl)propanoate

Base Information

• Chemical Name: Ethyl 2-(1-hydroxycyclohexyl)propanoate
• CAS No.: 39922-60-6
• Molecular Formula: C11H20O3
• Molecular Weight: 200.278
• NSC Number: 171214
• DSSTox Substance ID: DTXSID70305594
• Nikkaji Number: J545.288K
• Mol file: 39922-60-6.mol

Synonyms:39922-60-6;ethyl 2-(1-hydroxycyclohexyl)propanoate;NSC171214;ethyl 2-(1-hydroxycyclohexyl)propionate;DTXSID70305594;NSC-171214;2-(1-hydroxy-cyclohexyl)-propionic acid ethyl ester

Chemical Property of Ethyl 2-(1-hydroxycyclohexyl)propanoate

Chemical Property:

• Vapor Pressure: 0.000701mmHg at 25°C
• Boiling Point: 274.1°Cat760mmHg
• Flash Point: 105.9°C
• Density: 1.051g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 200.14124450
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)C1(CCCCC1)O

Technology Process of Ethyl 2-(1-hydroxycyclohexyl)propanoate

There total 12 articles about Ethyl 2-(1-hydroxycyclohexyl)propanoate 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + Ethyl 2-bromopropionate (535-11-5,41978-69-2) → ethyl 2-(1-hydroxycyclohexyl)propionate (39922-60-6)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.166667h;

DOI:10.1002/ejoc.200210669

Reference yield: 76.0%

ethyl 2-methyl-1-oxaspiro[2,5]octane-2-carboxylate (31045-09-7) → ethyl 2-(1-hydroxycyclohexyl)propionate (39922-60-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2-(N,N-dimethylamino)ethanol; samarium diiodide; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)96532-8

Reference yield: 75.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + (S)-2-Benzoyloxypropionsaeureethylester (1211-57-0) → ethyl 2-(1-hydroxycyclohexyl)propionate (39922-60-6)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; In tetrahydrofuran; -78 deg C to r.t.;

DOI:10.1021/jo00067a045

upstream raw materials:

cyclohexanone

Ethyl 2-bromopropionate

ethyl 2-methyl-1-oxaspiro[2,5]octane-2-carboxylate

2-benzoyloxy-propionic acid ethyl ester

Downstream raw materials:

2-cyclohex-1-enyl-propionic acid ethyl ester

ethyl 2-cyclohexilidenepropionate

2-cyclohex-1-enyl-propionic acid

ethylidenecyclohexane

Refernces

• 1、 Miura, Katsukiyo,Nakagawa, Takahiro,Hosomi, Akira. "Metal chloride-promoted aldol reaction of α-dimethylsilylesters with aldehydes, ketones, and α-enones". . p. 1917 - 1921. Retrieved 2007/10/03.
• 2、 Ferraz, Helena M. C.,Longo Jr., Luiz S.,Zukerman-Schpector, Julio. "Thallium trinitrate mediated oxidation of 3-alkenols: Ring contraction vs cyclization". . p. 3518 - 3521. Retrieved 2007/10/03.