14429-17-5

Basic information

• Product Name: Benzenemethanamine, N-[1-(4-methoxyphenyl)ethylidene]-
• CAS NO: 14429-17-5
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• Mol File: 14429-17-5.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-[1-(4-methoxyphenyl)ethylidene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-[1-(4-methoxyphenyl)ethylidene]-(14429-17-5)
• EPA Substance Registry System: Benzenemethanamine, N-[1-(4-methoxyphenyl)ethylidene]-(14429-17-5)

Safety Data

• Hazardous Substances Data: 14429-17-5(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 6298-96-0 1(R)-(4-methoxyphenyl)-ethylamine 
• 6298-96-0 (S)-1-(4-methoxyphenyl)ethylamine 
• 82776-14-5 (S)-N-[1-(4-methoxyphenyl)ethyl]acetamide 
• 110598-54-4 1-(4-(1-(4-methoxyphenyl)vinyl)phenyl)ethanone 
• 13392-79-5 1-chloro-4-(1-(4-methoxyphenyl)vinyl)benzene 
• 13392-76-2 1-methoxy-4-[1-(4-methylphenyl)vinyl]benzene 
• 1190084-46-8 3-(4-methoxyphenyl)-3-methyl-3H-diazirine 
• 14429-03-9 N-benzyl-N-(α-methyl-p-methoxybenzyl)amine 

Relevant articles and documents

Base-Catalyzed [3 + 2] Cycloaddition of N-Benzyl Ketimines to Arylacetylenes Followed by Oxidation: A One-Pot Access to Polyarylated 2 H-Pyrroles via Intermediate Pyrrolines

N-Benzyl ketimines undergo [3 + 2] cycloaddition with arylacetylenes in the KOBut/DMSO solution to 2,3,5-triarylpyrrolines, which are oxidized (chloranil, DDQ) in situ to 2,3,5-triaryl-2H-pyrroles in 53-71% yields. The intermediate 1-pyrrolines can be isolated in 31-91% yields and separately oxidized to the corresponding 2H-pyrroles.

Asymmetric Imine Hydroboration Catalyzed by Chiral Diazaphospholenes

The first use of diazaphospholenes as chiral catalysts has been demonstrated with enantioselective imine hydroboration. A chiral diazaphospholene prepared in a simple three-step synthesis from commercial materials has been shown to achieve the highest enantioselectivity for the hydroboration of alkyl imines with pinacolborane reported to date. Enantiomer ratios of up to 88:12 were obtained with low (2 mol %) catalyst loadings. Twenty examples of asymmetric reduction employing this main-group catalysis protocol, including the synthesis of the pharmaceuticals ent-rasagiline and fendiline, are shown.

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.