68078-10-4

Usage

Uses

Used in Pharmaceutical Industry:
1-Phenyl-2-cyanopiperidine is used as a key intermediate in the synthesis of pharmaceuticals, particularly for the production of Fentanyl. Fentanyl is a potent synthetic opioid that serves as a pain medication and is sometimes used in anesthesia. Its role in the synthesis process is crucial for creating effective pain relief medications.
Used in Organic Synthesis:
1-Phenyl-2-cyanopiperidine is used as a building block in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with potential applications in different industries.
Used in Law Enforcement Monitoring:
Due to its potential misuse in the production of illegal narcotics, 1-Phenyl-2-cyanopiperidine is used as a subject of regulation and monitoring by law enforcement agencies. This ensures that its sale, purchase, and possession are controlled and monitored to prevent its diversion for illicit purposes.

Upstream product

• 4096-20-2 N-phenyl piperidine 
• 143-33-9 sodium cyanide 
• 623-26-7 terephthalonitrile 
• 110-89-4 piperidine 
• 108-86-1 bromobenzene 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 78-67-1 2,2'-azobis(isobutyronitrile) 
• 613-90-1 benzoyl cyanide 
• 108-90-7 chlorobenzene 
• 623-49-4 ethyl cyanoformate 
• 140-29-4 phenylacetonitrile 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 773837-37-9 sodium cyanide 

Downstream Products

• 473259-21-1 7-amino-1-phenyl-1-aza-spiro[5.5]undec-7-ene-8-carbonitrile 
• 473259-19-7 2-(4-cyano-butyl)-1-phenyl-piperidine-2-carbonitrile 
• 473259-17-5 2-methyl-1-phenyl-piperidine-2-carbonitrile 
• 473259-26-6 1-phenyl-2-propyl-piperidine-2-carbonitrile 
• 473259-27-7 2-pentyl-1-phenylpiperidine-2-carbonitrile 
• 473259-24-4 2-(4-chloro-butyl)-1-phenyl-piperidine-2-carbonitrile 

Relevant academic research and scientific papers

Electrochemically promoted oxidative α-cyanation of tertiary and secondary amines using cheap AIBN

The electrochemical α-cyanation of tertiary and secondary amines has been developed by using a cheap cyanide reagent, azobisisobutyronitrile (AIBN). The CN radical, generated throughn-Bu4NBr-meidated electrochemical oxidation, participates in a novel α-cyanation reaction under exogenous oxidant-free conditions.

Synthesis method of alpha-cyanide

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of alpha-cyanide, the synthesis method comprises the following steps: starting from easily available tertiary amine compounds, respectively taking ch

Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions

Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is

Method for preparing alpha-aminonitrile and product and application thereof

The invention discloses a method for preparing alpha-aminonitrile, which comprises the following steps: by using tertiary amine and benzoyl cyanide as reactants, carrying out visible light irradiationin an organic solvent under the condition of oxygen or

Visible-Light-Induced α-Amino C-H Bond Arylation Enabled by Electron Donor-Acceptor Complexes

Enabled by electron donor-acceptor complexes, a novel visible-light-induced α-amino C-H bond arylation protocol, without a photoredox catalyst, has been disclosed. The protocol does not require any transition metal, oxidant, or exclusion of oxygen or moisture. A direct irradiation of the mixture of tertiary amines and benzonitriles with visible light in N,N-diethylethanamide in the presence of Cs2CO3 afforded α-arylated amines in good to excellent yields.

Electron Donor-Acceptor Complex-Initiated Photochemical Cyanation for the Preparation of α-Amino Nitriles

An electron donor-acceptor complex-initiated α-cyanation of tertiary amines has been described. The reaction protocol provides a novel method to synthesize various α-amino nitriles under mild conditions. The reaction can proceed smoothly without the presence of photocatalysts and transition metal catalysts, and either oxidants are unnecessary or O2 is the only oxidant. The practicality of this method is showcased not only by the late-stage functionalization of natural alkaloid derivatives and pharmaceutical intermediate, but also by the applicability of a stop-flow microtubing reactor.

Metal-based surface active ionic liquids: Self-assembling characteristics and C[sbnd]C bond functionalization of tertiary amines with TMSCN in aqueous micellar solutions

Metal-based surface active ionic liquids (MSAILs), 1-alkyl-3-methyl imidazoliumtetrachloromanganate [Cnmim][MnCl4]2 ? (n= 8,10,12) have been synthesized and characterized for self-assembling behavior in aqueous

PIFA-Promoted, Solvent-Controlled Selective Functionalization of C(sp2)-H or C(sp3)-H: Nitration via C-N Bond Cleavage of CH3NO2, Cyanation, or Oxygenation in Water

A novel nitration (via C(sp3)-N breaking/C(sp2)-N formation with CH3NO2) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA) is described. The NO2 transfer from CH3NO2 to the aromatic group of the substrate is possible with careful selection of the solvent, NaX, and oxidant. In addition, the solvent-controlled C(sp2)-H functionalization can shift to an α-C(sp3)-H functionalization (cyanation or oxygenation) of the α-C(sp3)-H of cyclic amines.

Covalently hooked EOSIN-Y in a Zr(IV) framework as visible-light mediated, heterogeneous photocatalyst for efficient C–H functionalization of tertiary amines

Herein, we report the synthesis of a novel heterogeneous photo-catalyst by utilizing post-synthetic modification of an amine functionalized Zr(IV) metal-organic framework (UiO-66-NH2) through covalent hooking of EOSIN-Y via dehydrating coupling. The characterization of the catalyst was accomplished by FT-IR, XRD, BET surface analysis, TGA, as well as TEM, SEM, XPS, DRS-UV–visible, and NMR spectroscopy, confirming successful covalent linking of EOSIN-Y with the pendent –NH2 functionality in the framework. That post-modified EY@UiO-66-NH2 acts as simple and green visible light mediated photo-catalyst for the C–H activation of tertiary amines with excellent yields. Importantly, the activity of dye incorporated heterogeneous photo-catalyst is found superior to that for the homogeneous photo-catalyst EOSIN-Y. Thus, separation difficulty of homogeneous catalysis, as well as the environmental adverse effects of toxic EOSIN-Y can be excluded by developing such photo-catalyst. Moreover, EY@UiO-66-NH2 catalyst could be consistently recycled up to 10 cycles, without any significant loss in activity. Based on literature report and experimental findings, we also propose a plausible mechanism for the reaction.

A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones

A metal-free protocol of direct C(sp3)-H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent on the substrates: (1) a free radical case for alkanes and ethers and (2) an oxidative case for tertiary amines.