218937-69-0

Basic information

• Product Name: 1-Naphthalenemethanamine, a-methyl-N-(phenylmethyl)-
• CAS NO: 218937-69-0
• Molecular Formula: C19H19N
• Molecular Weight: 261.367
• Mol File: 218937-69-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-Naphthalenemethanamine, a-methyl-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenemethanamine, a-methyl-N-(phenylmethyl)-(218937-69-0)
• EPA Substance Registry System: 1-Naphthalenemethanamine, a-methyl-N-(phenylmethyl)-(218937-69-0)

Safety Data

• Hazardous Substances Data: 218937-69-0(Hazardous Substances Data)

Upstream product

• 118-44-5 1-N-ethylnaphthylamine 
• 42882-31-5 (RS)-1-(1-naphthyl)ethylamine 
• 100-51-6 benzyl alcohol 
• 100-46-9 benzylamine 
• 941-98-0 1'-naphthacetophenone 
• 53441-73-9 phenyl-N-(1-naphthylethylidene)methanamine 

Downstream Products

• 66469-40-7 N‐benzyl‐1‐(1‐naphthyl)ethylamine 
• 81479-16-5 N‐benzyl‐1‐(1‐naphthyl)ethylamine 
• 606492-33-5 1-(1,2,3,4-tetrahydro-naphthalen-1-yl)-ethylamine 

Relevant articles and documents

Fast continuous alcohol amination employing a hydrogen borrowing protocol

A continuous flow method for the direct conversion of alcohols to amines via a hydrogen borrowing approach is reported. The method utilises a low loading (0.5%) of a commercial catalyst system ([Ru(p-cymene)Cl2]2 and DPEPhos), reagent grade solvent and is selective for primary alcohols. Successful methylation of amines using methanol and the direct dimethylamination of alcohols using commercial dimethylamine solution are reported. The synthesis of two pharmaceutical agents Piribedil (5) and Buspirone (25) were accomplished in good yields employing these new methods.

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.

Optically active imidazolidin-2-one derivatives

A novel optically active cis-4,5-disubstituted imidazolidin-2-one derivative of the formula: STR1 wherein R1 is a C1 -C4 alkyl group or benzyl and R2 is a chiral aralkyl group optionally having at least one of C1 -C4 alkyl, C1 -C4 alkoxy and hydroxyl groups is produced asymmetrically by the reaction of 1,3-dibenzyl-cis-4,5-dicarboxy-imidazolidin-2-one or its anhydride with an optically active secondary amine of the formula: STR2 wherein R1 and R2 are each as defined above and is transformed into the lactone of 1,3-dibenzyl-cis-4-carboxy-5-hydroxymethyl-imidazolidin-2-one, which is a key intermediate in the synthesis of d-biotin.