123902-05-6

Basic information

• Product Name: 2-methoxy-N-((3-methoxyphenyl)acetyl)pyrrolidine
• CAS NO: 123902-05-6
• Molecular Weight: 249.31
• Mol File: 123902-05-6.mol

Chemical Properties

• CAS DataBase Reference: 2-methoxy-N-((3-methoxyphenyl)acetyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-N-((3-methoxyphenyl)acetyl)pyrrolidine(123902-05-6)
• EPA Substance Registry System: 2-methoxy-N-((3-methoxyphenyl)acetyl)pyrrolidine(123902-05-6)

Safety Data

• Hazardous Substances Data: 123902-05-6(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 123902-04-5 2-(3-methoxyphenyl)-1-(pyrrolidin-1-yl)ethan-1-one 

Relevant articles and documents

Anodic Amide Oxidations in the Presence of Electron-Rich Phenyl Rings: Evidence for an Intramolecular Electron-Transfer Mechanism

The anodic oxidations of amides in the presence of mono-, di-, and trialkoxyphenyl rings were examined.Although literature reduction potentials suggest that these oxidations would lead to either selective aromatic ring oxidation or mixtures, the chemoselectivity of the reactions was found to be dependent on the substitution pattern of the phenyl ring.For example, the anodic oxidations of ((3-methoxyphenyl)acetyl)pyrrolidine, ((2-methoxyphenyl)acetyl)pyrrolidine, ((3-methoxy-4-(pivaloyloxy)phenyl)acetyl)pyrrolidine, and ((3,5-dimethoxy-4-(pivaloyloxy)phenyl)acetyl)pyrrolidine all led to selective methoxylation of the pyrrolidine ring.The anodic oxidations of ((4-methoxyphenyl)acetyl)pyrrolidine and ((3,4-dimethoxyphenyl)acetyl)pyrrolidine led to selective methoxylation of the benzylic carbon.Mechanistic studies indicate that both amide and aryl oxidation processes compete under the reaction conditions, but that intramolecular electron transfer leads to the selective formation of products.Evidence for this mechanism was obtained by examining the cyclic voltammogram of ((3-methoxyphenyl)acetyl)pyrrolidine, competition studies, and the preparative electrolysis of ((4-methoxyphenyl)dimethylacetyl)pyrrolidine.The methoxylated amides were cyclized to form tricyclic amides using titanium tetrachloride.

ELECTROCHEMICAL AMIDE OXIDATIONS IN THE PRESENCE OF MONOMETHOXYLATED PHENYL RINGS. AN UNEXPECTED RELATIONSHIP BETWEEN THE CHEMOSELECTIVITY OF THE OXIDATION AND THE LOCATION OF THE METHOXY SUBSTITUENT

The chemoselectivity of the electrochemical amide oxidation in the presence of monomethoxylated phenyl rings was examinated.Oxidation of (3-methoxyphenyl)acylpyrrolidine led to exclusive formation of the desired amide oxidation products, while oxidation o