151657-66-8

Basic information

• Product Name: N-benzyl-N-methyl-o-anisidine
• Synonyms: N-benzyl-N-methyl-o-anisidine
• CAS NO: 151657-66-8
• Molecular Weight: 227.306
• Mol File: 151657-66-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-benzyl-N-methyl-o-anisidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-N-methyl-o-anisidine(151657-66-8)
• EPA Substance Registry System: N-benzyl-N-methyl-o-anisidine(151657-66-8)

Safety Data

• Hazardous Substances Data: 151657-66-8(Hazardous Substances Data)

Upstream product

• 107480-53-5 N-(2-methoxyphenyl)-N-methylbenzamide 
• 766-51-8 2-Chloroanisole 
• 103-67-3 benzyl-methyl-amine 
• 23896-88-0 formic acid o-anisidide 
• 91-16-7 1,2-dimethoxybenzene 
• 10541-78-3 2-methoxy-N-methylaniline 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Heterogeneous Catalytic Reduction of Tertiary Amides with Hydrosilanes Using Unsupported Nanoporous Gold Catalyst

We have demonstrated that the unsupported nanoporous gold (AuNPore) was a green and highly efficient heterogeneous catalyst for the reduction of amides to amines using hydrosilanes as reductants. A variety of tertiary amides with a broad functional groups were reduced to the corresponding tertiary amines in the presence of 2 mol% of AuNPore and PheMe2SiH or (Me2SiH)2O under mild conditions. AuNPore catalyst was recovered by simple filtration and used for twelve times without any loss of catalytic activity. The AuNPore/hydrosilane system was also successfully applied to the hydrosilative reduction of sulfoxides and N-oxides. (Figure presented.).

Streamlined synthesis of the bippyphos family of ligands and cross-coupling applications

We describe the efficient preparation of Bippyphos, 1. The key precursor to Bippyphos, 5, was prepared via a one-pot bromination of diketone 2 followed by alkylation with pyrazole and condensation with phenylhydrazine. Lithiation of 5 and trapping with ditert-butylchlorophosphine afforded Bippyphos, 1. Using this approach we have prepared several derivatives of Bippyphos to probe the structure and activity relationships of this family of phosphine ligands. We also demonstrate the utility of these ligands in Pdcatalyzed amination reactions and other cross-coupling reactions.

Direct Substitution of Aromatic Ethers by Lithium Amides. A New Aromatic Amination Reaction

Reaction of lithiated dialkylamines with methoxy aromatics in refluxing THF leads to products resulting from a direct ipso-substitution.Especially with lithiated secondary amines high conversions and selectivities are achieved.Sulfonyl-substituted aromatics react equally well, but halogenated aromatics give rise to side-products arising from a competing pathway via aryne intermediates.The scope and mechanistic implications of this novel nucleophilic amination reaction are described.