212250-85-6

Basic information

• Product Name: N-benzyl-1,2,3,4-tetrahydronaphthalen-1-amine
• Synonyms: N-benzyl-1,2,3,4-tetrahydronaphthalen-1-amine
• CAS NO: 212250-85-6
• Molecular Weight: 237.345
• Mol File: 212250-85-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: N-benzyl-1,2,3,4-tetrahydronaphthalen-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-1,2,3,4-tetrahydronaphthalen-1-amine(212250-85-6)
• EPA Substance Registry System: N-benzyl-1,2,3,4-tetrahydronaphthalen-1-amine(212250-85-6)

Safety Data

• Hazardous Substances Data: 212250-85-6(Hazardous Substances Data)

Upstream product

• 32851-51-7 (E)-N-(3,4-dihydronaphthalene-1(2H)-ylidene)-1-phenylmethanamine 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 100-46-9 benzylamine 
• 1010385-40-6 N-benzyl-N-methyl-1-amino-1,2,3,4-tetrahydronaphthalene 
• 100-47-0 benzonitrile 

Downstream Products

• 1268381-22-1 C₂₀H₂₃N 

Relevant articles and documents

Taking the F out of FLP: Simple lewis acid-base pairs for mild reductions with neutral boranes via borenium ion catalysis

Discrete three-coordinate borenium salts 1c and 1d are accessed by cooperative Lewis acid-base pair-mediated heterolytic splitting of the B-H bond in pinacolborane by B(C6F5)3DABCO and Ph 3C+/DABCO, respectively. The resulting salts are competent catalysts in the reduction of a broad range of imines and can be generated in situ. Moreover, a mechanistic framework for borenium catalysis based on experimental evidence is proposed. The reaction is suggested to proceed by borenium activation of the imine substrate followed by counterintuitive hydride delivery from HBPin (with the assistance of DABCO) rather than from the HB(C6F5)3- anion, contrary to typical mechanisms of reduction in FLP systems.

Asymmetric hydrogenation of N-alkyl and N-aryl ketimines using chiral cationic Ru(diamine) complexes as catalysts: The counteranion and solvent effects, and substrate scope

Asymmetric hydrogenation of N-alkyl and N-aryl ketimines catalyzed by chiral cationic η6-arene-(N-monosulfonylated diamine) Ru(II) complexes has been investigated. Strong counteranion and solvent effects on the enantioselectivity were observed. The ruthenium catalyst bearing non-coordinating BArF- anion was found to be particularly effective for the hydrogenation of acyclic and exocyclic N-alkyl ketimines in the presence of (Boc)2O in dichloromethane or even under solvent-free conditions, providing chiral amines with up to >99% ee and full conversions. Alternatively, the ruthenium catalyst bearing achiral phosphate anion together with corresponding phosphoric acid as the additive was also efficient for the hydrogenation of N-alkyl ketimines in the absence of (Boc)2O with excellent enantioselectivities and full conversions. For N-aryl ketimines lower enantiomeric excesses were observed by using the ruthenium catalyst bearing BArF- anion. This catalytic protocol thus provides a facile and practical access to optically active amines and has been successfully employed in the gram-scale synthesis of enantiomerically pure (+)-sertraline.

Selective C-N bond oxidation: demethylation of N-methyl group in N-arylmethyl-N-methyl-α-amino esters utilizing N-iodosuccinimide (NIS)

Demethylation of N-methyl group in N-methyl-N-arylmethyl-α-amino esters was accomplished by the oxidation of the amino group using the N-iodosuccinimide (NIS)/acetonitrile system followed by treatment with O-methylhydroxylamine hydrochloride. This combina