64871-53-0

Basic information

• Product Name: Pyrrolidine, 2-ethenyl-1-(phenylmethyl)-
• Synonyms: 1-benzyl-2-vinylpyrrolidine;N-benzyl-2-vinylpyrrolidine
• CAS NO: 64871-53-0
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Mol File: 64871-53-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2-ethenyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2-ethenyl-1-(phenylmethyl)-(64871-53-0)
• EPA Substance Registry System: Pyrrolidine, 2-ethenyl-1-(phenylmethyl)-(64871-53-0)

Safety Data

• Hazardous Substances Data: 64871-53-0(Hazardous Substances Data)

Upstream product

• 1262682-50-7 N-(o-iodobenzyl)-2-vinylpyrrolidine 
• 176324-60-0 2-(R)-Vinyl-pyrrolidine-1-carboxylic Acid Tert-Butyl Ester 
• 1415356-89-6 (E)-6-bromohex-2-en-1-yl isobutyl carbonate 
• 71032-11-6 (E)-6-bromohex-2-en-1-ol 
• 71032-10-5 (E)-ethyl 6-bromohex-2-enoate 
• 100-46-9 benzylamine 
• 72051-04-8 6-(toluene-4-sulfonyloxy)-hexa-1,2-diene 
• 240416-53-9 1-[1-(3-chloropropyl)-2-propenyl]-1H-1,2,3-benzotriazole 
• 5291-77-0 1-benzyl-2-pyrrolidone 
• 1826-67-1 vinyl magnesium bromide 
• 304660-52-4 (4-benzotriazol-1-yl-hex-5-enyl)-benzyl-amine 
• 88067-50-9 N-benzylhexa-4,5-dien-1-amine 
• 100-39-0 benzyl bromide 

Downstream Products

• 135311-16-9 (E)-1-Benzyl-3,3-dichloro-1,3,4,7,8,9-hexahydro-azonin-2-one 
• 107131-61-3 2-vinylpyrrolidine 
• 849937-13-9 (E)-3-(tert-butyldimethylsilyloxy)-1,3,6,7,8,9-hexahydro-3-phenyl-2H-azonin-2-one 
• 849937-15-1 (E)-3-(tert-butyldimethylsilyloxy)-2,3,6,7,8,9-hexahydro-3-phenyl-1H-azonine 
• 849937-11-7 2-(tert-butyldimethylsilyloxy)-2-phenyl-1-(2-vinylpyrrolidin-1-yl)ethan-1-one 

Relevant articles and documents

Enantioselective synthesis of N-heterocycles via intramolecular Pd(0)-catalysed allylic amination

An efficient and stereoselective synthesis of pyrrolidine-, piperidine-, and azepane-type N-heterocycles is described by the intramolecular Pd(0)-catalysed cyclisation of amino allylic carbonates. The use of chiral ligands gave the corresponding heterocyclic derivatives having er values that were from moderate to good.

Gold(I)-catalyzed intramolecular amination of allylic alcohols with alkylamines

A 1:1 mixture of (1)AuCl [1 = P(t-Bu)2o-biphenyl] and AgSbF 6 catalyzes the intramolecular amination of allylic alcohols with alkylamines to form substituted pyrrolidine and piperidine derivatives. Gold(I)-catalyzed cyclization of (R,Z)-8-(N-benzylamino)-3-octen-2-ol (96% ee, 95% de) led to isolation of (R,E)-1-benzyl-2-(1-propenyl)piperidine in 99% yield with 96% ee, consistent with the net syn addition of the amine relative to the departing hydroxyl group.

Synthesis of functionalised azecine and azonine derivatives via an enolate assisted aza Claisen rearrangement

This paper describes the synthesis of functionalised azecine and azonine derivatives incorporating the adrenaline motif. In a key step, an enolate assisted aza Claisen rearrangement was employed to interconvert from 6- and 5-membered heterocycles to their corresponding 10- and 9-membered lactams.