77801-57-1

Basic information

• Product Name: 3-(3-methoxyphenyl)-1-methyl-2-pyrrolidone
• Synonyms: 3-(3-methoxyphenyl)-1-methyl-2-pyrrolidone
• CAS NO: 77801-57-1
• Molecular Weight: 205.257
• Mol File: 77801-57-1.mol

Chemical Properties

• CAS DataBase Reference: 3-(3-methoxyphenyl)-1-methyl-2-pyrrolidone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-methoxyphenyl)-1-methyl-2-pyrrolidone(77801-57-1)
• EPA Substance Registry System: 3-(3-methoxyphenyl)-1-methyl-2-pyrrolidone(77801-57-1)

Safety Data

• Hazardous Substances Data: 77801-57-1(Hazardous Substances Data)

Upstream product

• 50874-07-2 2-(3-methoxyphenyl)malonic acid diethyl ester 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 104-92-7 1-bromo-4-methoxy-benzene 

Relevant articles and documents

Taming Radical Pairs in the Crystalline Solid State: Discovery and Total Synthesis of Psychotriadine

Solid-state photodecarbonylation is an attractive but underutilized methodology to forge hindered C-C bonds in complex molecules. This study discloses the use of this reaction to assemble the vicinal quaternary stereocenter motif present in bis(cyclotryptamine) alkaloids. Our strategy was enabled by experimental and computational investigations of the role of substrate conformation on the success or failure of the solid-state photodecarbonylation reaction. This informed a crystal engineering strategy to optimize the key step of the total synthesis. Ultimately, this endeavor culminated in the successful synthesis of the bis(cyclotryptamine) alkaloid "psychotriadine,"which features the elusive piperidinoindoline framework. Psychotriadine, a previously unknown compound, was identified in the extracts of the flower Psychotria colorata, suggesting it is a naturally occurring metabolite.

Process for preparing hexahydroazepine, piperidine and pyrrolidine derivatives

2-Oxo-hexahydroazepine, -piperidine or pyrrolidines of formula STR1 wherein n is 2,3 or 4, R is hydrogen, lower alkyl, aryl(lower)alkyl, loweralkenylmethyl or cycloalkylmethyl, R1 is hydrogen or lower alkyl and R2 is hydrogen, lower alkyl or aryl(lower)alkyl are prepared by a novel process involving reaction of an anion of a lactam of formula STR2 where R3 is lower alkyl, aryl(lower)alkyl, trialkyl-, triaryl- or triarylalkyl-silyl with a benzyne of formula STR3 where R4 is lower alkyl, aryl(lower)alkyl or trialkyl-, triaryl- or triarylalkyl-silyl. The products are useful as intermediates for preparing pharmacologically active 2-unsubstituted -hexahydroazepine, -piperidine and pyrrolidine derivatives.