Ethanone, 2-(acetyloxy)-1-cyclohexyl-

Base Information

• Chemical Name: Ethanone, 2-(acetyloxy)-1-cyclohexyl-
• CAS No.: 37166-70-4
• Molecular Formula: C10H16O3
• Molecular Weight: 184.235
• DSSTox Substance ID: DTXSID20401873
• Wikidata: Q82205145
• Mol file: 37166-70-4.mol

Synonyms:37166-70-4;2-CYCLOHEXYL-2-OXOETHYL ACETATE;Ethanone, 2-(acetyloxy)-1-cyclohexyl-;DTXSID20401873

Chemical Property of Ethanone, 2-(acetyloxy)-1-cyclohexyl-

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1CCCCC1

Technology Process of Ethanone, 2-(acetyloxy)-1-cyclohexyl-

There total 13 articles about Ethanone, 2-(acetyloxy)-1-cyclohexyl- 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: 91.0%

acetic acid (64-19-7,77671-22-8) + 2-Benzotriazol-1-yl-1-cyclohexyl-2-phenoxy-ethanol → acetic acid 2-cyclohexyl-2-oxoethyl ester (37166-70-4)

Guidance literature:

With toluene-4-sulfonic acid; at 90 ℃; for 24h;

DOI:10.1016/0040-4039(94)02395-R

Reference yield: 70.0%

(S)-1-cyclohexyl-2-propen-1-ol acetate (95124-06-4) → acetic acid 2-cyclohexyl-2-oxoethyl ester (37166-70-4)

Guidance literature:

(S)-1-cyclohexyl-2-propen-1-ol acetate; With ozone; In dichloromethane; at -78 ℃;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -78 - 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2004.12.135

Reference yield: 58.0%

sodium acetate (127-09-3) + C14H16I(1+)*BF4(1-) → acetic acid 2-cyclohexyl-2-oxoethyl ester (37166-70-4)

Guidance literature:

With water; In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1021/jo00278a012

upstream raw materials:

diazomethane

cyclohexanylcarbonyl chloride

2-cyclohexyl-1-diazo-2-ethanone

sodium acetate

Downstream raw materials:

cyclohexyl-(4-cyclohexyl-1⁽³⁾H-imidazol-2-yl)-ketone

1-cyclohexyl-2-hydroxyethanone

2-cyclohexyl-2-hydroxyacetic acid

Cyclohexanecarboxylic acid

Refernces

• 1、 Hon, Yung-Son,Wong, Ying-Chieh,Chang, Chun-Ping,Hsieh, Cheng-Han. "Tishchenko reactions of aldehydes promoted by diisobutylaluminum hydride and its application to the macrocyclic lactone formation". . p. 11325 - 11340. Retrieved 2008/03/12.
• 2、 Katritzky, Alan R.,Yang, Zhijun,Moutou, Jean-Luc. "Conversion of Aldehydes to α-Acetoxymethyl Ketones: One-carbon Homologation with (Benzotriazol-1-yl)phenoxymethane". . p. 841 - 844. Retrieved 2007/10/02.