22920-61-2

Basic information

• Product Name: Benzenemethanamine, N-(4-methoxyphenyl)-a-ethyl-
• CAS NO: 22920-61-2
• Molecular Formula: C16H19NO
• Molecular Weight: 241.333
• Mol File: 22920-61-2.mol
• Article Data: 24

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(4-methoxyphenyl)-a-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(4-methoxyphenyl)-a-ethyl-(22920-61-2)
• EPA Substance Registry System: Benzenemethanamine, N-(4-methoxyphenyl)-a-ethyl-(22920-61-2)

Safety Data

• Hazardous Substances Data: 22920-61-2(Hazardous Substances Data)

Upstream product

• 72374-65-3 (E)-[1-phenylpropylidene]-(4-methoxyphenyl)amine 
• 29640-03-7 4-methoxy-N-(1-phenylpropylidene)aniline 
• 97-93-8 triethylaluminum 
• 1613-90-7 4-methoxy-N-[(E)-phenylmethylidene]aniline 
• 104-94-9 4-methoxy-aniline 
• 93-55-0 1-phenyl-propan-1-one 
• 1149-23-1 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 100-34-5 benzene diazonium chloride 
• 123-38-6 propionaldehyde 
• 121-97-1 4-Methoxypropiophenone 
• 93-54-9 1-Phenyl-1-propanol 
• 2386-64-3 ethylmagnesium chloride 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 97-94-9 triethyl borane 

Relevant articles and documents

Implication of a Silyl Cobalt Dihydride Complex as a Useful Catalyst for the Hydrosilylation of Imines

Here, we describe the formation and use of silyl cobalt (III) dihydride complexes as powerful catalysts for the hydrosilylation of a variety of imines starting from a low-valent well-defined cobalt (I) complex. The reaction is efficient at low catalyst loadings with a diverse range of imines bearing various protecting groups, as well as aliphatic ketimines and quinoline. Kinetics, DFT calculations, NMR spectroscopic studies, deuteration experiments, and X-ray diffraction analyses allowed us to propose a catalytic cycle based on silyl dihydrocobalt (III) complexes performing a hydrocobaltation.

Borane-Catalyzed Chemoselectivity-Controllable N-Alkylation and ortho C-Alkylation of Unprotected Arylamines Using Benzylic Alcohols

An unprecedented protocol for the efficient and highly chemoselective alkylation of unprotected arylamines using alcohols catalyzed by B(C6F5)3 has been developed. The reaction gives N-alkylated products and ortho C-alkylated products in different solvents in good chemoselectivities and yields. Control experiments and DFT calculations indicated that the borane underwent alcohol/arylamine exchange to ensure catalytic activity, and a possible mechanism involving a carbocation is proposed.

Efficient Synthesis of Amines by Iron-Catalyzed C=N Transfer Hydrogenation and C=O Reductive Amination

Here we report the catalytic transfer hydrogenation (CTH) of non-activated imines promoted by a Fe-catalyst in the absence of Lewis acid co-catalysts. Use of the (cyclopentadienone)iron complex 1, which is much more active than the classical ‘Kn?lker complex’ 2, allowed to reduce a number of N-aryl and N-alkyl imines in very good yields using iPrOH as hydrogen source. The reaction proceeds with relatively low catalyst loading (0.5–2 mol%) and, remarkably, its scope includes also ketimines, whose reduction with a Fe-complex as the only catalyst has little precedents. Based on this methodology, we developed a one-pot CTH protocol for the reductive amination of aldehydes/ketones, which provides access to secondary amines in high yield without the need to isolate imine intermediates. (Figure presented.).