60996-87-4

Basic information

• Product Name: (diphenylmethyl)[(4-methoxyphenyl)methyl]amine
• Synonyms: (diphenylmethyl)[(4-methoxyphenyl)methyl]amine
• CAS NO: 60996-87-4
• Molecular Weight: 303.404
• Mol File: 60996-87-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (diphenylmethyl)[(4-methoxyphenyl)methyl]amine(CAS DataBase Reference)
• NIST Chemistry Reference: (diphenylmethyl)[(4-methoxyphenyl)methyl]amine(60996-87-4)
• EPA Substance Registry System: (diphenylmethyl)[(4-methoxyphenyl)methyl]amine(60996-87-4)

Safety Data

• Hazardous Substances Data: 60996-87-4(Hazardous Substances Data)

Upstream product

• 50289-28-6 4-methoxybenzylidenediphenylmethylamine 
• 91-01-0 1,1-Diphenylmethanol 
• 2393-23-9 4-methoxy-benzylamine 
• 119-61-9 benzophenone 
• 78999-89-0 N-(diphenylmethylene)-1-(4-methoxyphenyl)methanamine 
• 91-00-9 Benzhydrylamine 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

Visible-Light-Mediated Umpolung Reactivity of Imines: Ketimine Reductions with Cy2NMe and Water

A novel carbanionic reactivity of imines mediated by photoredox catalysis is demonstrated. The umpolung imine reactivity is exemplified by proton abstraction from water as a key step in the reduction of benzophenone ketimines to amines (up to 98% yield). Deuterium is introduced into amines efficiently using D2O as an inexpensive deuterium source (≥95% D ratio). The mechanism of this unusual transformation is probed.

Rapid and efficient access to secondary arylmethylamines

Ammoniomethyl trifluoroborates are very powerful reagents that can be used to access biologically relevant aryl- and heteroaryl-methylamine motifs via Suzuki-Miyaura cross-couplings. Until now, this method was limited to the production of tertiary and primary amines. The synthesis of a large array of secondary ammoniomethyltrifluoroborates has been achieved through a one step nucleophilic substitution reaction on the potassium bromomethyltrifluoroborate. Smooth cross-coupling conditions have been designed, based on the use of an aminobiphenyl palladium precatalyst, to couple these trifluoroborates efficiently with aryl bromides. This strategy offers a new way to access biologically relevant motifs and allows, with the previously developed methods, access to all three classes of aminomethylarenes. Secondary ammoniomethyltrifluoroborates can be easily synthesized by nucleophilic substitution on potassium bromomethyltrifluoroborate. These reagents have then been used in Suzuki-Miyaura cross-couplings with aryl bromides, offering an effective access to the aminomethylarene structural motif. This new method provides an interesting alternative to the reductive amination procedure (see scheme). Copyright