Ethyl 2-cyclohexylidenebutanoate

Base Information

• Chemical Name: Ethyl 2-cyclohexylidenebutanoate
• CAS No.: 62479-69-0
• Molecular Formula: C12H20O2
• Molecular Weight: 196.29
• DSSTox Substance ID: DTXSID50524640
• Mol file: 62479-69-0.mol

Synonyms:ethyl 2-cyclohexylidenebutanoate;62479-69-0;DTXSID50524640

Chemical Property of Ethyl 2-cyclohexylidenebutanoate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 196.146329876
• Heavy Atom Count: 14
• Complexity: 221

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C1CCCCC1)C(=O)OCC

Technology Process of Ethyl 2-cyclohexylidenebutanoate

There total 7 articles about Ethyl 2-cyclohexylidenebutanoate 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: 70.0%

ethyl 2-(1-hydroxycyclohexyl)butanoate (51632-39-4) → 2-cyclohex-1-enyl-butyric acid ethyl ester (51632-40-7) + ethyl 2-cyclohexylidenebutanoate (62479-69-0)

Guidance literature:

With pyridine; thionyl chloride; In diethyl ether; at 0 - 20 ℃;

DOI:10.1021/jo0626109

Reference yield: 25.0%

triethyl 2-ethylphosphonoacetate (17145-91-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → ethyl 2-cyclohexylidenebutanoate (62479-69-0)

Guidance literature:

triethyl 2-ethylphosphonoacetate; With sodium hydride; In 1,2-dimethoxyethane; mineral oil; at 20 ℃; for 0.5h;

cyclohexanone; In 1,2-dimethoxyethane; mineral oil; at 20 - 100 ℃; for 48h;

DOI:10.1002/anie.201305218

Reference yield:

2-bromobutyric acid ethyl ester (533-68-6) → ethyl 2-cyclohexylidenebutanoate (62479-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / zinc; iodine / benzene / Heating

2: SOCl₂; pyridine / diethyl ether / 0 - 20 °C

With pyridine; thionyl chloride; iodine; zinc; In diethyl ether; benzene;

DOI:10.1021/jo0626109

upstream raw materials:

ethanol

2-cyclohexylidene-butyronitrile

1-chloro-1-nitrocyclohexane

Diethyl ethylsodiomalonate

Downstream raw materials:

2-cyclohexylidenebutanoic acid

Refernces

• 1、 Ferraz, Helena M. C.,Longo Jr., Luiz S.. "Bicyclic β-hydroxytetrahydrofurans as precursors of medium ring keto-lactones". . p. 2945 - 2950. Retrieved 2008/02/01.