6850-65-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Aminocyclohexanol is used as an intermediate in organic synthesis for the development of pharmaceutical products. Its role in the synthesis process is crucial for creating various medications.
Used in Polymer and Resin Production:
4-Aminocyclohexanol is used as a building block in the production of various polymers and resins. Its chemical properties contribute to the formation of these materials, which are then utilized in a wide range of applications across different industries.

InChI:InChI=1/C6H13NO/c7-5-1-3-6(8)4-2-5/h5-6,8H,1-4,7H2

Upstream product

• 556-48-9 1,4-Cyclohexanediol 
• 100-02-7 4-nitro-phenol 
• 41295-20-9 4-(4-methylphenoxy)aniline 
• 106-50-3 1,4-phenylenediamine 
• 27489-61-8 cis-(N-4-hydroxycyclohexyl)acetamide 
• 123-30-8 4-amino-phenol 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 123-31-9 hydroquinone 
• 103-90-2 4-acetaminophenol 
• 3685-22-1 4-hydroxycyclohexanecarboxylic acid 

Downstream Products

• 33082-86-9 N-<2-Chlor-aethyl>-N'-<4ξ-hydroxy-cyclohexyl>-harnstoff 
• 18913-29-6 4-hydroxycyclohexanone oxime 
• 78010-34-1 2,2'-dithiobis(p-hydroxycyclohexylbenzamide) 
• 104618-31-7 trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione 
• 27489-60-7 N-((trans)-4-hydroxycyclohexyl)acetamide 
• 27489-61-8 cis-(N-4-hydroxycyclohexyl)acetamide 
• 27489-63-0 (trans)-(4-hydroxy-cyclohexyl)-carbamic acid benzyl ester 
• 16803-24-0 Cyclopentyl-<4-hydroxycyclohexyl>-amin 
• 23155-00-2 4-trans-hydroxycyclohexyl Glyburide 
• 224309-64-2 tert-butyl N-(4-hydroxycyclohexyl)carbamate 
• 16801-63-1 benzyl N-(4-oxocyclohexyl)carbamate 
• 121936-51-4 4-<<(1-dimethylethyl)dimethylsilyl>oxy>cyclohexanamine 
• 121936-52-5 (1,1-dimethylethyl)dimethyl<(4-nitrocyclohexyl)oxy>silane 
• 121936-54-7 phenylmethyl <4-hydroxyimino)cyclohexyl>carbamate 

Relevant academic research and scientific papers

Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents

The ubiquity of nitrogen-containing small molecules in medicine necessitates the continued search for improved methods for C-N bond formation. Electrophilic amination often requires a disparate toolkit of reagents whose selection depends on the specific structure and functionality of the substrate to be aminated. Further, many of these reagents are challenging to handle, engage in undesired side reactions, and function only within a narrow scope. Here we report the use of diazirines as practical reagents for the decarboxylative amination of simple and complex redox-active esters. The diaziridines thus produced are readily diversifiable to amines, hydrazines, and nitrogen-containing heterocycles in one step. The reaction has also been applied in fluorous phase synthesis with a perfluorinated diazirine.

The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylamines

Cyclohexylamines are important intermediates in chemical industry, which are currently produced from petrochemical sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chemistry which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity.

Selective Catalytic Hydrogenation of Arenols by a Well-Defined Complex of Ruthenium and Phosphorus-Nitrogen PN3-Pincer Ligand Containing a Phenanthroline Backbone

Selective catalytic hydrogenation of aromatic compounds is extremely challenging using transition-metal catalysts. Hydrogenation of arenols to substituted tetrahydronaphthols or cyclohexanols has been reported only with heterogeneous catalysts. Herein, we demonstrate the selective hydrogenation of arenols to the corresponding tetrahydronaphthols or cyclohexanols catalyzed by a phenanthroline-based PN3-ruthenium pincer catalyst.

Catalytic hydrogenation of 1,4-phenylenediamine to 1,4-cyclohexanediamine

Catalytic hydrogenation of 1,4-phenylenediamine to 1,4-cyclohexanediamine using Ru/Al2O3 as a catalyst was carried out in water, and the results were compared with those in isopropanol and SC-CO2. 80% 1,4-phenylenediamine conversion with 87% selectivity to 1,4-cyclohexanediamine was achieved on 5% Ru/Al2O3 catalyst at 90°C and H2 pressure of 4 MPa. The hydrogenation of 1,4-phenylenediamine is influenced by the solvent. A systematic study of the hydrogenation of 1,4-phenylenediamine revealed that the reaction was consecutive. The longer the time, the lower was the CHDA selectivity. Also, the reaction temperature was an important parameter and played a vital role in preventing the formation of side products. Pleiades Publishing, Ltd., 2014.

An efficient cleavage of the aryl ether C-O bond in supercritical carbon dioxide-water

A simple and highly efficient Rh/C catalyzed route for the cleavage of the C-O bond of aromatic ether at 80 °C in the presence of 0.5 MPa of H 2 in the scCO2-water medium is reported; CO2 pressure and water play a key role under the tested conditions.

Size-controlled synthesis of a supported Ni nanoparticle catalyst for selective hydrogenation of p-nitrophenol to p-aminophenol

We reported a general strategy of size-controlled synthesis of supported nickel nanoparticle catalysts using electroless plating technique. The synthesis conditions (e.g. compositions of plating solution and plating temperatures) were optimized to promote plating rate, and nickel nanoparticles with 9 nm diameter and a narrow size distribution were highly dispersed on TiO 2. The as-prepared Ni/TiO2 catalyst showed high activity, selectivity and stability in the selective hydrogenation of p-nitrophenol to p-aminophenol.

Method for producing cyclohexanediamines

1,n-cyclohexanediamines (n=2, 3, 4) of general formula (I), wherein one of the radicals R1to R3is an amino group and the two others mean hydrogen, are produced from the corresponding cyclohexanediols and ammonia in the presence of a catalyst containing cobalt, at 100° to 350° C. and 50 to 300 bar. The compounds that can be produced according to the invention are structural elements for polymers, especially polyamides, polyimides, polyurea or polyurethanes, and ligands for cytostatically effective transition metal complexes.

Synthesis of 1,4-diaminocyclohexane in supercritical ammonia

The amination of 1,4-cyclohexanediol in supercritical ammonia has been studied in a continuous fixed-bed reactor at 135 bar. An unsupported cobalt catalyst stabilized by 5 wt% Fe afforded the main reaction products 4-aminocyclohexanol and 1,4-diaminocyclohexane with a cumulative selectivity of 97% at 76% conversion. Excess of ammonia and short contact time favored the desired reactions. At low and high conversions the amination selectivity decreased due to the formation of dimers and oligomers and degradation products. Recycling of the unreacted diol and amino alcohol intermediate can provide an alternative economic process for the synthesis of 1,4-diaminocyclohexane.

Process for the preparation of polyoxyalkylated amines

A process for the preparation of polyoxyalkylated compounds comprising at least one primary or secondary amine function is provided comprising reacting at least one amino-alcoholate (B) produced from an amino-alcohol (A) including at least one OH group and at least one primary or secondary amine function, by replacing a fraction or all the OH groups by OM groups, M being selected from sodium, potassium, rubidium and cesium, with an oxirane, a mixture of oxiranes or a sequence of oxiranes, in an aprotic and anhydrous solvent, in an anhydrous atmosphere and at a temperature of between about 0° C. and 200° C.