4-CHLOROPHENYL CYCLOBUTYL KETONE

Base Information

• Chemical Name: 4-CHLOROPHENYL CYCLOBUTYL KETONE
• CAS No.: 77585-25-2
• Molecular Formula: C₁₁H₁₁ClO
• Molecular Weight: 194.661
• Mol file: 77585-25-2.mol

Synonyms:4-CHLOROPHENYL CYCLOBUTYL KETONE;UKRORGSYN-BB BBV-5118688

Chemical Property of 4-CHLOROPHENYL CYCLOBUTYL KETONE

Chemical Property:

• Vapor Pressure: 0.000904mmHg at 25°C
• Boiling Point: 303.9°C at 760 mmHg
• Flash Point: 154.6°C
• PSA: 17.07000
• Density: 1.217g/cm³
• LogP: 3.32280

Purity/Quality:

95% ^*data from raw suppliers

(4-chlorophenyl)(cyclobutyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-CHLOROPHENYL CYCLOBUTYL KETONE

There total 5 articles about 4-CHLOROPHENYL CYCLOBUTYL KETONE 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: 89.0%

4-chlorobenzaldehyde (104-88-1) + 7-methoxy-7-methyl-8-oxa-5,6-diazaspiro[3.4]oct-5-ene → (4-chlorophenyl)(cyclobutyl)methanone (77585-25-2)

Guidance literature:

In dichloromethane; at 20 ℃; under 5171.62 Torr; Inert atmosphere; UV-irradiation;

DOI:10.1039/c8cc06202a

Reference yield: 30.0%

(4-chlorophenyl)(5,5-dimethyl-2-oxido-1,3,2-dioxaphosphinan-2-yl)methanone + cyclobutene (822-35-5) → (4-chlorophenyl)(cyclobutyl)methanone (77585-25-2)

Guidance literature:

With tert.-butylhydroperoxide; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); phenylsilane; Selectfluor; In decane; isopropyl alcohol; at 22 ℃; for 12h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c02629

Reference yield:

4-chlorobenzaldehyde (104-88-1) → (4-chlorophenyl)(cyclobutyl)methanone (77585-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / acetone / 2 h / Reflux

2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

3: tert.-butylhydroperoxide; phenylsilane; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); Selectfluor / isopropyl alcohol; decane / 12 h / 22 °C / Sealed tube; Inert atmosphere

With tert.-butylhydroperoxide; [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); phenylsilane; Dess-Martin periodane; Selectfluor; triethylamine; In decane; dichloromethane; isopropyl alcohol; acetone; 2: |Dess-Martin Oxidation;

DOI:10.1021/jacs.1c02629

upstream raw materials:

4-chlorobenzaldehyde

cyclobutene

(4-Chloro-phenyl)-(5,5-dimethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-methanol

Refernces

• 1、 Dingwall, Paul,Greb, Andreas,Crespin, Lorène N.S.,Labes, Ricardo,Musio, Biagia,Poh, Jian-Siang,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.. "C-H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow". supporting information. p. 11685 - 11688. Retrieved 2018/11/02.
• 2、 -. "Salts of sibutramine metabolites, methods of making sibutramine metabolites and intermediates useful in the same, and methods of treating pain". . . Retrieved 2008/06/13.