42071-14-7

Basic information

• Product Name: methyl-(1-p-tolyl-ethyl)-amine
• Synonyms: methyl-(1-p-tolyl-ethyl)-amine
• CAS NO: 42071-14-7
• Molecular Weight: 149.236
• Mol File: 42071-14-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl-(1-p-tolyl-ethyl)-amine(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-(1-p-tolyl-ethyl)-amine(42071-14-7)
• EPA Substance Registry System: methyl-(1-p-tolyl-ethyl)-amine(42071-14-7)

Safety Data

• Hazardous Substances Data: 42071-14-7(Hazardous Substances Data)

Upstream product

• 53370-98-2 N-methyl-[1-(4'-methylphenyl)ethylidene]amine 
• 122-00-9 para-methylacetophenone 
• 42070-98-4 1-(p-tolyl)ethylamine 
• 117079-95-5 N-formyl 1-(4-methylphenyl)ethylamine 
• 123-39-7 N-Methylformamide 

Downstream Products

• 622-96-8 4-methylethylbenzene 

Relevant articles and documents

Oxidation Under Reductive Conditions: From Benzylic Ethers to Acetals with Perfect Atom-Economy by Titanocene(III) Catalysis

Described here is a titanocene-catalyzed reaction for the synthesis of acetals and hemiaminals from benzylic ethers and benzylic amines, respectively, with pendant epoxides. The reaction proceeds by catalysis in single-electron steps. The oxidative addition comprises an epoxide opening. An H-atom transfer, to generate a benzylic radical, serves as a radical translocation step, and an organometallic oxygen rebound as a reductive elimination. The reaction mechanism was studied by high-level dispersion corrected hybrid functional DFT with implicit solvation. The low-energy conformational space was searched by the efficient CREST program. The stereoselectivity was deduced from the lowest lying benzylic radical structures and their conformations are controlled by hyperconjugative interactions and steric interactions between the titanocene catalyst and the aryl groups of the substrate. An interesting mechanistic aspect is that the oxidation of the benzylic center occurs under reducing conditions.

Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines

A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O has been developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross-coupling of ketones with diverse amines, and it was applied in the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline. A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O was developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method was successfully applied to the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.