1025-56-5

Basic information

• Product Name: N-benzyl-2-phenyl-pyrrolidine
• Synonyms: N-benzyl-2-phenyl-pyrrolidine
• CAS NO: 1025-56-5
• Molecular Weight: 237.345
• Mol File: 1025-56-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: N-benzyl-2-phenyl-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2-phenyl-pyrrolidine(1025-56-5)
• EPA Substance Registry System: N-benzyl-2-phenyl-pyrrolidine(1025-56-5)

Safety Data

• Hazardous Substances Data: 1025-56-5(Hazardous Substances Data)

Upstream product

• 5291-77-0 1-benzyl-2-pyrrolidone 
• 100-58-3 phenylmagnesium bromide 
• 17642-88-5 1-benzyl-2-pyrrolidinethione 
• 144310-39-4 1-benzyl-5-methylsulfanyl-3,4-dihydro-2H-pyrrolium iodide 
• 72219-09-1 1-benzylpyrrolidine-2-carbonitrile 
• 100-52-7 benzaldehyde 
• 5766-79-0 2-phenyl-2-piperidinoacetonitrile 
• 31466-31-6 2-phenyl-2-(pyrrolidin-1-yl)acetonitrile 
• 138154-61-7 2-(pyrrolidin-1-ylmethyl)phenyl iodide 
• 91130-46-0 1-bromo-2-(pyrrolidin-1-ylmethyl)benzene 
• 4850-50-4 1-phenyl-butane-1,4-diol 
• 100-46-9 benzylamine 
• 591-50-4 iodobenzene 
• 120-94-5 1-Methylpyrrolidine 

Relevant articles and documents

Synthesis of Functionalized Pyrrolidines from N-(Benzylidene)- and N-(Alkylidene)-homoallylamines

N-(Benzylidene)- and N-(alkylidene)-homoallylamines are cyclised by electrophiles, e.g. bromine or phenylselenenyl bromide, and by subsequent reduction to the corresponding 3-functionalised pyrrolidines; the stereochemistry was investigated, and reductive

Transition-Metal-Free Reductive Functionalization of Tertiary Carboxamides and Lactams for α-Branched Amine Synthesis

A new method for the synthesis of α-branched amines by reductive functionalization of tertiary carboxamides and lactams is described. The process relies on the efficient and controlled reduction of tertiary amides by a sodium hydride/sodium iodide composite, in situ treatment of the resulting anionic hemiaminal with trimethylsilyl chloride and subsequent coupling with nucleophilic reagents including Grignard reagents and tetrabutylammonium cyanide. The new method exhibits broad functional-group compatibility, operates under transition-metal-free reaction conditions, and is suitable for various synthetic applications on both sub-millimole and on multigram scales.

A direct and general method for the reductive alkylation of tertiary lactams/amides: Application to the step economical synthesis of alkaloid (-)-morusimic acid D

Full details of the direct and general method for the reductive alkylation of tertiary lactams and amides to give tertiary sec-alkylamines are presented. This one-pot method consists of in situ activation of a lactam or an amide with Tf2O/DTBMP, addition of a Grignard reagent, and reduction of the resulting iminium intermediates. Alkyl, benzyl, and aryl Grignard reagents and several reductants or reducing conditions (LiAlH4, NaBH4, Hantzsch ester, Bu3SnH, Pd(OH)2/C, H2) could be used effectively. Reductive alkylations of substituted lactams demonstrated good to excellent 1,3-asymmetric induction to provide the corresponding di- or trisubstituted pyrrolidine/piperidine in 6:1 (LiAlH4), 11:1 (Et 3SiH), and 20:1 (catalytic hydrogenation) cis/trans diastereoselectivity, respectively. The versatility of this methodology was demonstrated by its application in the concise stereoselective synthesis of piperidine alkaloid (-)-morusimic acid.

Versatile one-pot reductive alkylation of lactams/amides via amide activation: Application to the concise syntheses of bioactive alkaloids (±)-bgugaine, (±)-coniine, (+)-preussin, and (-)-cassine

Direct entry: One-pot reductive alkylation of lactams/amides with Grignard reagents has been realized via lactam/amide activation with Tf2O. This method opens a direct entry to α-alkylated amines. The versatility of the method is illustrated by the concise syntheses of bioactive alkaloids (±)-bgugaine, (±)-coniine, (+)-preussin, and (?)-cassine.