4-Cyclohexylpyridine

Base Information

• Chemical Name: 4-Cyclohexylpyridine
• CAS No.: 13669-35-7
• Molecular Formula: C11H15N
• Molecular Weight: 161.247
• DSSTox Substance ID: DTXSID50394345
• Nikkaji Number: J781.819J
• Mol file: 13669-35-7.mol

Synonyms:4-cyclohexylpyridine;13669-35-7;Pyridine, 4-cyclohexyl-;4-Cyclohexyl-pyridine;SCHEMBL60634;DTXSID50394345;4-(3-cyclohexane-1-yl)-pyridine;AKOS006274532;CS-0267480;EN300-217913

Chemical Property of 4-Cyclohexylpyridine

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=NC=C2

Technology Process of 4-Cyclohexylpyridine

There total 53 articles about 4-Cyclohexylpyridine 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: 71.0%

Cyclohexyl iodide (626-62-0) + potassium (pyridin-4-yl)trifluoroborate → 4-cyclohexylpyridine (13669-35-7)

Guidance literature:

With nickel(II) bromide dimethoxyethane; bathophenanthroline; lithium hexamethyldisilazane; In iso-butanol; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol102717x

Reference yield: 58.0%

1-bromocyclohexane (108-85-0) + 1-((N,4-dimethylphenyl)sulfonamido)pyridin-1-ium tetrafluoroborate → 4-cyclohexylpyridine (13669-35-7)

Guidance literature:

With tris-(trimethylsilyl)silane; sodium acetate; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;

DOI:10.1021/jacs.0c04499

Reference yield: 40.0%

Cyclohexanecarboxylic acid 2-thioxo-2H-pyridin-1-yl ester (105398-69-4) → 2-pyridylcyclohexane (15787-49-2) + 4-cyclohexylpyridine (13669-35-7) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 2-(cyclohexylsulfanyl)pyridine (119520-56-8) + cyclohexanol (108-93-0) + Cyclohexanecarboxylic acid (98-89-5)

Guidance literature:

With oxygen; In pyridine; acetic acid; at 12 ℃; for 4h; Product distribution; Irradiation; various oxygen pressure;

DOI:10.1021/ja00200a037

upstream raw materials:

4-cyclohex-1-enyl-pyridine

pyridine

cyclohexane

cyclohexylmagnesiumchloride

Downstream raw materials:

4-cyclohexenylpiperidine hydrochloride

4-cyclohexyl-1-(2-phenyl-allyl)pyridinium bromide

Refernces

• 1、 Boger, Dale L.,Panek, James S.,Meier, Michael M.. "Diels-Alder Reaction of Heterocyclic Azadienes. 2. "Catalytic" Diels-Alder Reaction of in Situ Generated Enamines with 1,2,4-Triazines. General Pyridine Annulation". . p. 895 - 897. Retrieved 1982.
• 2、 Lee, Wooseok,Jung, Sungwoo,Kim, Minseok,Hong, Sungwoo. "Site-selective direct C-H pyridylation of unactivated alkanes by triplet excited anthraquinone". supporting information. p. 3003 - 3012. Retrieved 2021/03/01.
• 3、 Watanabe, Eiichi,Chen, Yiding,May, Oliver,Ley, Steven V.. "A Practical Method for Continuous Production of sp3-Rich Compounds from (Hetero)Aryl Halides and Redox-Active Esters". supporting information. p. 186 - 191. Retrieved 2019/12/24.