1-Cycloocten-1-ol 1-Acetate

Base Information

• Chemical Name: 1-Cycloocten-1-ol 1-Acetate
• CAS No.: 14478-13-8
• Molecular Formula: C10H16O2
• Molecular Weight: 168.236
• Mol file: 14478-13-8.mol

Synonyms:1-cyclooctenyl acetate;1-acetoxy-1-cycloocten;1-Cycloocten-1-ol,acetate;1-acetoxycyclooctene;cyclooctenyl acetate;1-Acethoxycyclooctene;

Chemical Property of 1-Cycloocten-1-ol 1-Acetate

Chemical Property:

• PSA: 57.53000
• LogP: 2.87340
• Storage Temp.: -20°C Freezer
• Solubility.: DCM, Ethyl Acetate

Purity/Quality:

1-Cycloocten-1-ol1-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 1-Cycloocten-1-ol 1-Acetate is a derivative of cyclooctanone (C988345), a aliphatic cycle that exhibited inhibitory activity towards aldosterone synthase, a promising therapeutic target for the treatment of cardiovascular diseases related to abnormally high aldosterone level.

Technology Process of 1-Cycloocten-1-ol 1-Acetate

There total 4 articles about 1-Cycloocten-1-ol 1-Acetate 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: 95.0%

Isopropenyl acetate (108-22-5) + cycloactanone (502-49-8) → 1-cyclooctenyl acetate (14478-13-8)

Guidance literature:

With toluene-4-sulfonic acid; at 115 ℃;

DOI:10.1246/bcsj.61.2401

Reference yield: 76.0%

cycloactanone (502-49-8) + acetic anhydride (108-24-7) → 1-cyclooctenyl acetate (14478-13-8)

Guidance literature:

With toluene-4-sulfonic acid; for 3h; Heating;

DOI:10.1055/s-1985-31171

Reference yield:

cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + acetic acid (64-19-7,77671-22-8) → 1-cyclooctenyl acetate (14478-13-8)

Guidance literature:

With Pd(MeCN)2Cl(NO₂); at 25 ℃; under 2587.7 Torr; Product distribution;

DOI:10.1021/ja00298a024

upstream raw materials:

Isopropenyl acetate

cycloactanone

acetic anhydride

cis-Cyclooctene

Downstream raw materials:

cycloactanone

α-fluorocycloctanone

(Z)-cyclooct-2-enone

Refernces

• 1、 Cope,Wood. "-". . p. 3885,3888. Retrieved 1957.
• 2、 Rosini, Goffredo,Ballini, Roberto,Petrini, Marino. "Methyl 8-Nitrooctanoate as Reagent for 7-Methoxycarbonylheptyl Anion Synthon: New Syntheses of Methyl 9-Oxodecanoate and Methyl 9-Oxo-12-tridecenoate". . p. 269 - 271. Retrieved 1985.
• 3、 Giorgi, Giorgio,Miranda, Sonia,Lopez-Alvarado, Pilar,Avendano, Carmen,Rodriguez, Jean,Menendez, J. Carlos. "Unique michael addition-initiated domino reaction for the stereoselective synthesis of functionalized macrolactones from α-nitroketones in water". . p. 2197 - 2200. Retrieved 2007/10/03.
• 4、 -. "Production of cyclopentenylheptanoic acid derivatives". . . Retrieved 2008/06/13.