66399-61-9

Basic information

• Product Name: (S)-N-benzyl-1-(4-chlorophenyl)ethanamine?
• Synonyms: (S)-N-benzyl-1-(4-chlorophenyl)ethanamine?
• CAS NO: 66399-61-9
• Molecular Weight: 245.752
• Mol File: 66399-61-9.mol

Chemical Properties

• CAS DataBase Reference: (S)-N-benzyl-1-(4-chlorophenyl)ethanamine?(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-benzyl-1-(4-chlorophenyl)ethanamine?(66399-61-9)
• EPA Substance Registry System: (S)-N-benzyl-1-(4-chlorophenyl)ethanamine?(66399-61-9)

Safety Data

• Hazardous Substances Data: 66399-61-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-N-benzyl-1-(4-chlorophenyl)ethanamine is used as a therapeutic agent for the treatment of ADHD and narcolepsy. It functions by modulating the levels of neurotransmitters such as dopamine and norepinephrine in the brain, which are crucial for controlling attention, alertness, and behavior.
Additionally, due to its psychoactive effects, (S)-N-benzyl-1-(4-chlorophenyl)ethanamine has been a subject of interest for recreational use, leading to its classification as a controlled substance to prevent abuse and addiction.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 100-46-9 benzylamine 

Relevant articles and documents

Asymmetric organocatalytic reduction of ketimines with catecholborane employing a N-triflyl phosphoramide Br?nsted acid as catalyst

The first asymmetric reduction of ketimines with catecholborane employing an enantiopure N-triflyl phosphoramide as the organocatalyst has been developed. Five mole % of the catalyst provides the corresponding secondary amines in very good to almost quantitative yields and good enantioselectivities up to 86:14 e.r. under mild reaction conditions.

Towards a practical br?nsted acid catalyzed and hantzsch ester mediated asymmetric reductive amination of ketones with benzylamine

We report the use of benzylamine as the amine component in Hantzsch ester mediated and chiral Br?nsted acid catalyzed enantioselective reductive aminations of ketones. The method is noteworthy because the benzyl group is easily removable, and amine product purification is achieved through Hantzsch ester oxidation product removal via basic hydrolysis.

A chiral "roofed" cis-diamine-Ru(II) complex: An efficient catalyst for asymmetric transfer hydrogenation of ketimines

Highly enantioselective transfer hydrogenation of ketimines to the corresponding chiral amines was achieved with the chiral Ru(II) complex, prepared from the conformationally rigid and sterically bulky "roofed" cis-1,2-diamine.

Mixtures of chiral phosphorous acid diesters and achiral P ligands in the enantio- and diastereoselective hydrogenation of ketimines

Try this cocktail! Ligand systems comprising a monodentate phosphorous acid diester derived from binol (La) and an achiral monodentate P ligand (Lb), such as a phosphite, are surprisingly efficient in the stereoselective Ir-catalyzed hydrogenation of ketimines (see scheme).

Application of monodentate secondary phosphine oxides, a new class of chiral ligands, in Ir(I)-catalyzed asymmetric imine hydrogenation

(Matrix presented) Secondary phosphine oxides were prepared from R 1PCl2 and R2MgBr, followed by hydrolysis. They were obtained in an enantiopure form by preparative chiral HPLC. These new monodentate ligands were tested in the iridium-catalyzed hydrogenation of imines at 25 bar. Enantioselectivities up to 76% were obtained at L/lr = 2. Addition of pyridine (Pyr/lr = 1:2) raised the ee to 83%. Using pyridine as an additive allowed reduction of the L/lr ratio to 1 without reduction of ee.