1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile

Base Information

• Chemical Name: 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile
• CAS No.: 485828-45-3
• Molecular Formula: C11H10ClNO
• Molecular Weight: 207.659
• Mol file: 485828-45-3.mol

Synonyms:1-(4-chloro-phenyl)-3-hydroxy-cyclobutanecarbonitrile;

Chemical Property of 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile

Chemical Property:

• PSA: 44.02000
• LogP: 2.25608

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile

There total 2 articles about 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile 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: 74.0%

epichlorohydrin (106-89-8,24969-06-0,13403-37-7) + p-chlorobenzyl cyanide (140-53-4) → 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile (485828-45-3)

Guidance literature:

p-chlorobenzyl cyanide; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether;

epichlorohydrin; In tetrahydrofuran; diethyl ether;

With methyl magnesium iodide; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.bmcl.2008.04.014

Reference yield:

methyl magnesium iodide (917-64-6) + 1-bromo-2,3-epoxypropane (96479-96-8,82584-73-4) + p-chlorobenzyl cyanide (140-53-4) → 1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile (485828-45-3)

Guidance literature:

p-chlorobenzyl cyanide; With methyllithium; lithium bromide; In tetrahydrofuran; diethyl ether; at -78 - -66 ℃; for 1h;

1-bromo-2,3-epoxypropane; In tetrahydrofuran; diethyl ether; for 1.5h;

methyl magnesium iodide; In tetrahydrofuran; diethyl ether; at 20 ℃;

Reference yield:

1-(4-chlorophenyl)-3-hydroxycyclobutane-1-carbonitrile (485828-45-3) → 3-(4-chlorophenyl)-cis-3-cyanocyclobutyl benzoate

Guidance literature:

With pyridine; benzoyl chloride; In dichloromethane; at 0 - 30 ℃; for 2.5h;

upstream raw materials:

methyl magnesium iodide

1-bromo-2,3-epoxypropane

p-chlorobenzyl cyanide

epichlorohydrin

Downstream raw materials:

1-(4-Chloro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-cyclobutanecarbonitrile

1-[1-(4-Chloro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-cyclobutyl]-3-methyl-butylamine

3-(4-chlorophenyl)-cis-3-cyanocyclobutyl benzoate

Refernces

• 1、 -. "11-BETA-HYDROXYSTEROID DEHYDROGENASE 1 INHIBITORS USEFUL FOR THE TREATMENT OF DIABETES, OBESITY AND DYSLIPIDEMIA". Page 74-75. . Retrieved 2010/02/05.