60472-54-0

Basic information

• Product Name: Pyrrolidine, 1-[(4-ethenylphenyl)methyl]-
• CAS NO: 60472-54-0
• Molecular Formula: C13H17N
• Molecular Weight: 187.285
• Mol File: 60472-54-0.mol

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 1-[(4-ethenylphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 1-[(4-ethenylphenyl)methyl]-(60472-54-0)
• EPA Substance Registry System: Pyrrolidine, 1-[(4-ethenylphenyl)methyl]-(60472-54-0)

Safety Data

• Hazardous Substances Data: 60472-54-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Pyrrolidine, 1-[(4-ethenylphenyl)methyl]is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, Pyrrolidine, 1-[(4-ethenylphenyl)methyl]is utilized as a precursor for the production of agrochemicals, such as pesticides and herbicides. Its reactivity and structural properties enable the creation of effective and targeted agrochemical products.
Used in Specialty Chemicals Production:
Pyrrolidine, 1-[(4-ethenylphenyl)methyl]is employed as a building block in the synthesis of specialty chemicals, including dyes, fragrances, and other high-value compounds. Its versatility in organic synthesis contributes to the development of innovative and high-performance specialty chemicals.
Used in Organic Synthesis Research:
As a versatile compound with unique structural properties, Pyrrolidine, 1-[(4-ethenylphenyl)methyl]is used in organic synthesis research to explore new reaction pathways, develop novel synthetic methods, and discover new compounds with potential applications in various industries.

Upstream product

• 123-75-1 pyrrolidine 
• 1075-49-6 4-ethenylbenzoic acid 
• 1592-20-7 4-Vinylbenzyl chloride 

Downstream Products

• 1572176-72-7 1-benzyl-1-(4-vinylbenzyl)pyrrolidinium bis[(trifluoromethyl)sulfonyl]imide 
• 1572176-75-0 1-benzyl-1-(4-vinylbenzyl)pyrrolidinium bromide 
• 1572176-76-1 1,1-bis(4-vinylbenzyl)pyrrolidin-1-ium bromide 

Relevant articles and documents

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Direct reductive N-alkylation of secondary amines with carboxylic acids using molybdenum hexacarbonyl (5 mol %) as catalyst and diethoxymethylsilane as reducing agent generate enamines in a straightforward fashion in high yields. The formed enamines are without the need for isolation or purification further reacted with trimethylsilyl cyanide in the same reaction flask to yield α-amino nitriles in good yields. In the optimized reaction conditions equimolar amounts of carboxylic acid and amine are reacted under neat conditions, and a catalytic amount of trifluoroethanol (0.1 mol %) is added along with TMSCN for the cyanation step. The reductive N-alkylation reaction is demonstrated to be highly chemoselective, tolerating a multitude of different functional groups present in the starting carboxylic acids and amines. The reaction is scalable and the generated α-amino nitriles are converted to other useful compounds, e.g., α-amino acids or amino-tetrazoles. In addition, the intermediate enamines are further transformed into triazolines, sulfonylformamidines, pyrimidinediones, and TMS-propargylamines, respectively, in high yields under mild reaction conditions. Benzoic acids react with secondary amines under similar conditions to give tertiary amines in high yields, and using this methodology, the biologically active compound Piribedil was isolated in 80% yield in a direct one-pot reaction setup.

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