4-(Benzoyloxy)cyclohexanone

Base Information

• Chemical Name: 4-(Benzoyloxy)cyclohexanone
• CAS No.: 23510-95-4
• Molecular Formula: C13H14O3
• Molecular Weight: 218.252
• Hs Code.: 2916310090
• Mol file: 23510-95-4.mol

Synonyms:Cyclohexanone,4-hydroxy-, benzoate (6CI,7CI,8CI);4-(Benzoyloxy)cyclohexanone;4-Oxocyclohexyl benzoate;Benzoic acid 4-oxocyclohexyl ester;NSC 51499;

Chemical Property of 4-(Benzoyloxy)cyclohexanone

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 6.47E-05mmHg at 25°C
• Melting Point: 64-65℃
• Refractive Index: 1.543
• Boiling Point: 344.7 °C at 760 mmHg
• Flash Point: 152.3 °C
• PSA: 43.37000
• Density: 1.16 g/cm³
• LogP: 2.35510

Purity/Quality:

99%, ^*data from raw suppliers

4-oxocyclohexylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(Benzoyloxy)cyclohexanone

There total 22 articles about 4-(Benzoyloxy)cyclohexanone 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: 83.0%

4-benzoyloxycyclohexanol (6308-92-5) → 4-benzoyloxycyclohexanone (23510-95-4)

Guidance literature:

With 2,2'-bipyridinium chlorochromate; In dichloromethane; for 4h;

Reference yield: 80.0%

Benzoic acid 2-(4-methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl ester (154410-52-3) → 4-benzoyloxycyclohexanone (23510-95-4)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; Ambient temperature;

DOI:10.1016/0040-4039(94)88161-8

Reference yield: 77.0%

1,4-Cyclohexanediol (556-48-9) + benzoyl chloride (98-88-4) → 4-benzoyloxycyclohexanone (23510-95-4)

Guidance literature:

1,4-Cyclohexanediol; With sodium bromate; ammonium cerium (IV) nitrate; In water; acetonitrile; for 1h; Inert atmosphere; Reflux;

benzoyl chloride; With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1002/chem.201702512

upstream raw materials:

benzoic acid 4-hydroxycyclohexyl ester

cis-1-Benzoyloxy-cyclohexanol-⁽⁴⁾

4-benzoyloxycyclohexanol

Benzoic acid 2-(4-methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl ester

Downstream raw materials:

3-(2-benzoyl-cyclopropyl)-propionic acid

4-chlorocyclohex-3-en-1-yl benzoate

Benzoic acid 4-dichloromethylene-cyclohexyl ester

6-(benzoyloxy)-3,4,5,6,7,8-hexahydro-1-(phenylmethyl)-2(1H)-quinolinone

Refernces

• 1、 Nagasawa, Shota,Sasano, Yusuke,Iwabuchi, Yoshiharu. "Catalytic Oxygenative Allylic Transposition of Alkenes into Enones with an Azaadamantane-Type Oxoammonium Salt Catalyst". supporting information. p. 10276 - 10279. Retrieved 2017/08/07.
• 2、 Zhan, Fuxu,Liang, Guangxin. "Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis". supporting information. p. 1266 - 1269. Retrieved 2013/03/13.