cis-1,3-dimethylcyclohexanol

Base Information

• Chemical Name: cis-1,3-dimethylcyclohexanol
• CAS No.: 15466-94-1
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.214
• Mol file: 15466-94-1.mol

Synonyms:

Chemical Property of cis-1,3-dimethylcyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-1,3-dimethylcyclohexanol

There total 40 articles about cis-1,3-dimethylcyclohexanol 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%

methyllithium (917-54-4) + 3-Methylcyclohexanone (591-24-2,625-96-7) → cis-1,3-dimethylcyclohexanol (15466-94-1,55539-04-3,114221-86-2,114221-87-3,15466-93-0)

Guidance literature:

With methylaluminum bis(2,4,6-tri-tert-butylphenoxide); In diethyl ether; dichloromethane; at -95 ℃; for 3h;

DOI:10.1021/ja00219a038

Reference yield: 87.0%

1,3-dimethyl-2-cyclohexen-1-ol (29481-98-9) → cis-1,3-Dimethylcyclohexan-1-ol (15466-94-1,55539-04-3,114221-86-2,114221-87-3,15466-93-0)

Guidance literature:

With (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; hydrogen; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00342a080

Reference yield: 74.0%

1,3-dimethylcyclohex-3-en-1-ol (71933-07-8) → cis-1,3-Dimethylcyclohexan-1-ol (15466-94-1,55539-04-3,114221-86-2,114221-87-3,15466-93-0)

Guidance literature:

With (η4-1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) hexafluorophosphate; hydrogen; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00342a080

upstream raw materials:

(3R)-3-methylcyclohexanone

methylmagnesium bromide

3-Methylcyclohexanone

5-methylcyclohex-2-en-1-one

Downstream raw materials:

cis-1,3-dimethylcyclohexane

trans-1,3-dimethylcyclohexane

(+/-)-1r.3t-dimethyl-cyclohexanediol-(1.3c)

1r.3c-dimethyl-cyclohexanediol-(1.3t)

Refernces

• 1、 Jirgensons, Aigars,Kauss, Valerjans,Kalvinsh, Ivars,Gold, Markus R.,Danysz, Wojciech,Parsons, Chris G.,Quack, Gunter. "Synthesis and structure-affinity relationships of 1,3,5-alkylsubstituted cyclohexylamines binding at NMDA receptor PCP site". . p. 555 - 565. Retrieved 2007/10/03.
• 2、 Reetz, Manfred T.,Stanchev, Stephan. "Unprecedented Stereoselectivity in the Addition of Organoiron(II) Reagents to Cyclohaxanone Derivatives". . p. 328 - 330. Retrieved 2007/10/02.