4500-20-3

Usage

Uses

Used in Organic Synthesis:
4-Phenylcyclohexane-1-oneoxime is used as a protecting group for aldehyde and ketone functional groups in organic synthesis. It allows chemists to temporarily mask these functional groups during reactions, preventing unwanted side reactions and facilitating the synthesis of complex organic molecules.
Used in Research Applications:
PCCO is used as a reagent in the synthesis of various organic compounds in research settings. Its ability to undergo reduction, E1cB elimination, and enolization makes it a versatile tool for exploring new chemical reactions and developing novel synthetic routes.
Used in Industrial Applications:
4-Phenylcyclohexane-1-oneoxime serves as a precursor for the preparation of other chemicals in industrial applications. Its versatility and reactivity make it a valuable component in the production of various chemical products, contributing to the advancement of the chemical industry.

InChI:InChI=1/C12H15NO/c14-13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11,14H,6-9H2/b13-12-

Upstream product

• 5769-13-1 4-phenyl-cyclohexanol 
• 4894-75-1 1-phenyl-4-cyclohexanone 

Downstream Products

• 7500-39-2 5-phenylazepan-2-one 
• 143589-30-4 N-(4-Phenyl-cyclohexyl)-hydroxylamine 
• 172847-44-8 C₂₄H₂₄NOP 
• 5769-30-2 cis-Benzoylamino-4-phenyl-cyclohexan 
• 5769-30-2 N-(trans-4-phenyl-cyclohexyl)-benzamide 
• 476373-78-1 O-methyl 4-phenylcyclohexanone oxime 
• 920743-04-0 4-phenylcyclohexanone oxime ethyl carbonate 
• 312287-27-7 4-phenyl-cyclohexanone O-(phenylaminocarbonyl)oxime 
• 19992-45-1 cis-4-phenylcyclohexylamine 
• 92-67-1 4-phenylalanine 
• 5769-10-8 trans-4-phenylcyclohexan-1-amine 
• 5992-23-4 cis-4-phenylcyclohexan-1-amine 
• 1006692-57-4 N-(4-phenylcyclohex-1-enyl)acetamide 

Relevant academic research and scientific papers

Application of Transaminases in a Disperse System for the Bioamination of Hydrophobic Substrates

The challenging bioamination of hydrophobic substrates has been attained through the employment of a disperse system consisting of a combination of a low polarity solvent (e. g. isooctane or methyl-tert-butylether), a non-ionic surfactant and a minimal amount of water. In these conditions, amine transaminases (ATA) were shown to efficiently carry out the reductive amination of variously substituted cyclohexanones, providing good conversions often coupled with a superior stereoselectivity if compared with the corresponding chemical reductive amination. An array of synthetically useful 4-substituted aminocyclohexanes was consequentially synthesized through biocatalysis, analyzed and stereochemically characterized. (Figure presented.).

Process for preparing 4-phenyl cycloheptylamine

The invention discloses a process for preparing 4-phenyl cycloheptylamine. The process comprises the following steps: 1) in the presence of a strong base, condensing 4-phenyl cyclohexanone and hydroxylammonium chloride in an appropriate solvent at an appr

Direct Catalytic Desaturation of Lactams Enabled by Soft Enolization

A direct catalytic method is described for the α,β-desaturation of N-protected lactams to their conjugated unsaturated counterparts under mildly acidic conditions. The reaction is consistently operated at room temperature and tolerates a wide range of functional groups, showing reactivity complementary to that of prior desaturation methods. Lactams with various ring sizes and substituents at different positions all reacted smoothly. The synthetic utility of this method is demonstrated in a concise synthesis of Rolipram. In addition, linear amides also prove to be competent substrates, and the phthaloyl-protected product serves as a convenient precursor to access various conjugated carboxylic acid derivatives. Strong bases are avoided in this desaturation approach, and the key is to merge soft enolization with a Pd-catalyzed oxidation process.

Directing Group in Decarboxylative Cross-Coupling: Copper-Catalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids

Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site-selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.

Synthesis of oximes with NH2OH.HCl/DOWEX(R)50WX4 system

The oximation of a variety of carbonyl compounds was efficiently carried out with DOWEX(R)50WX4/NH2OH·HCl system. The reactions were performed in ethanol to give Z-aldoximation isomers of aldehydes and E-oximaton of acetophenone derivatives in a perfect selectively. The oximation of compounds with two carbonyl groups was carried out selectively on one carbonyl moiety. Also, the oximation of aldehydes over ketones has been accomplished successfully by this system.

PREPARATION OF CHIRAL AMIDES AND AMINES

This invention provides a convenient method for converting oximes into enamides. The process does not require the use of metallic reagents. Accordingly, it produces the desired compounds without the concomitant production of a large volume of metallic waste. The enamides are useful precursors to amides and amines. The invention provides a process to convert a prochiral enamide into the corresponding chiral amide. In an exemplary process, a chiral amino center is introduced during hydrogenation through the use of a chiral hydrogenation catalyst. In selected embodiments, the invention provides methods of preparing amides and amines that include the 1,2,3,4-tetrahydro-N-alkyl-1-naphthalenamine or 1,2,3,4-tetrahydro-1-naphthalenamine substructure.

A convenient one-pot method of converting alcohols into oximes

The one-pot conversion of primary and secondary alcohols into oximes is reported using chromium trioxide supported on alumina and hydroxylamine hydrochloride under solvent free condition. This oxidation-oxime formation reaction has been applied to a range of aliphatic and benzylic alcohols.

A clean conversion of carbonyl compounds to oximes using silica gel supported hydroxylamine hydrochloride

The efficient condensation of carbonyl compounds with hydroxylamine hydrochloride under solvent free conditions is described.

Application of aryloximes as solid-phase ketone linkers.

In both solution and the solid phase, a variety of ketone oxime anions have been treated with 4-substituted-2-fluorobenzonitriles to give the corresponding nucleophilic aromatic substitution aryloxime adducts. Under aqueous acidic conditions, these adducts underwent cyclization to give the corresponding ketones. Suzuki and amide coupling reactions were also successfully performed on two resin-bound oximes followed by subsequent cyclorelease to give ketone product in good yields and purities. [reaction--see text]

Novel guanidinobenzamides

Compounds of formula IA and IB are new where the variables R1 through R10 have the values set forth herein. Such compounds have use in treating diseases such as obesity and type II diabetes, and may be provided as pharmaceutical form