Ethyl 2-oxo-1-prop-2-enyl-cyclohexane-1-carboxylate

Base Information

• Chemical Name: Ethyl 2-oxo-1-prop-2-enyl-cyclohexane-1-carboxylate
• CAS No.: 61771-75-3
• Molecular Formula: C12H18O3
• Molecular Weight: 210.273
• NSC Number: 174086
• DSSTox Substance ID: DTXSID00306099
• Nikkaji Number: J444.922C
• Mol file: 61771-75-3.mol

Synonyms:61771-75-3;NSC 174086;NSC174086;SCHEMBL1137710;DTXSID00306099;NSC-174086;1-Allyl-2-oxocyclohexane-1-carboxylic acid ethyl ester;Ethyl 2-oxo-1-(prop-2-en-1-yl)cyclohexane-1-carboxylate

Chemical Property of Ethyl 2-oxo-1-prop-2-enyl-cyclohexane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.00372mmHg at 25°C
• Boiling Point: 280.7°Cat760mmHg
• Flash Point: 117.9°C
• Density: 1.027g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 210.125594432
• Heavy Atom Count: 15
• Complexity: 270

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 2-oxo-1-prop-2-enyl-cyclohexane-1-carboxylate

There total 13 articles about Ethyl 2-oxo-1-prop-2-enyl-cyclohexane-1-carboxylate 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%

allyl alcohol (107-18-6) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → ethyl 1-allyl-2-oxocyclohexanecarboxylate (61771-75-3)

Guidance literature:

With 4-(9-borabicyclo[3.3.1]nonanyl)butyldiphenylphosphine; palladium diacetate; In 1,4-dioxane; for 1h; Inert atmosphere; Reflux;

DOI:10.1002/adsc.201800187

Reference yield: 95.0%

allyl bromide (106-95-6) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → ethyl 1-allyl-2-oxocyclohexanecarboxylate (61771-75-3)

Guidance literature:

With potassium tert-butylate; 1,2,3,4,5-pentamethyl-1H-imidazol-3-ium iodide; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1039/c6cc03771b

Reference yield: 72.0%

Allyl acetate (591-87-7) + ethyl 2-oxocyclohexane carboxylate (1655-07-8) → ethyl 1-allyl-2-oxocyclohexanecarboxylate (61771-75-3)

Guidance literature:

With caesium carbonate; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(2,6-diisopropylphenyl)imidazolium salt; In tetrahydrofuran; for 17h; Heating;

DOI:10.1016/j.jorganchem.2005.07.043

upstream raw materials:

allyl bromide

ethyl 2-oxocyclohexane carboxylate

allyl iodid

3-chloroprop-1-ene

Downstream raw materials:

2-propylidenecyclohexanone

2-allyl-heptanedioic acid

2-allylcyclohexan-1-one

2-oxo-1-(2-oxo-propyl)-cyclohexanecarboxylic acid ethyl ester