774-91-4

Basic information

• Product Name: Pyrrolidine, 2-methyl-1-(phenylmethyl)-
• CAS NO: 774-91-4
• Molecular Formula: C12H17N
• Molecular Weight: 175.274
• Mol File: 774-91-4.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(774-91-4)
• EPA Substance Registry System: Pyrrolidine, 2-methyl-1-(phenylmethyl)-(774-91-4)

Safety Data

• Hazardous Substances Data: 774-91-4(Hazardous Substances Data)

Usage

General Description

2-methyl-1-(phenylmethyl) pyrrolidine is an organic compound with the molecular formula C13H171N. It is a colorless to pale yellow liquid with a faint amine odor. This chemical is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals due to its versatile reactivity. It can also be utilized as a chiral auxiliary in asymmetric synthesis to create enantiomerically pure compounds. Additionally, 2-methyl-1-(phenylmethyl) pyrrolidine has potential applications in the development of novel materials for electronic devices and as a solvent in some chemical processes. However, it is important to handle this chemical with care as it can be harmful if ingested, inhaled, or absorbed through the skin, and proper safety measures should be taken when working with it.

Upstream product

• 626-95-9 1,4-Pentanediol 
• 100-46-9 benzylamine 
• 54436-58-7 N-benzylpent-4-en-1-amine 
• 1430962-71-2 N-benzyl-N-(pent-4-en-1-yl)-1H-imidazole-1-carboxamide 
• 1430962-42-7 acetophenone N,N-(benzyl(pent-4-en-1-yl)carbamoyl) oxime 
• 56519-58-5 1-benzyl-2-methyl-1-pyrrolinium perchlorate 
• 1119-51-3 bromopentene 
• 100-44-7 benzyl chloride 
• 765-38-8 2-methyl-1-pyrrolidine 
• 174500-52-8 (R)-1-(trityloxy)pentan-4-yl acetate 
• 74500-56-4 1,4-pentanediol monotrityl ether 
• 56718-04-8 (4R)-pentane-1,4-diol 
• 174500-72-2 Methanesulfonic acid (R)-4-methanesulfonyloxy-1-methyl-butyl ester 
• 123-76-2 levulinic acid 

Downstream Products

• 56519-58-5 1-benzyl-2-methyl-1-pyrrolinium perchlorate 
• 765-38-8 (S)-2-methylpyrrolidine 
• 116614-85-8 ethyl (E)-2-(1-benzylpyrrolidin-2-ylidene)acetate 

Relevant articles and documents

Mild reduction with silanes and reductive amination of levulinic acid using a simple manganese catalyst

A manganese-based catalytic system using the commercially available complex [Mn(CO)5Br] was studied for the selective reduction of levulinic acid (LA) to 2-methyl-tetrahydrofuran (MTHF). We further studied the production of pyrrolidines via its reductive amination using silanes (phenylsilane and tetramethyldisiloxane). The results showed high efficiency and selectivity for this reaction leading to high yields using mild reaction conditions.

On the Superior Activity of In(I) versus In(III) Cations Toward ortho-C-Alkylation of Anilines and Intramolecular Hydroamination of Alkenes

An efficient ortho-C-alkylation of unprotected anilines with a variety of styrenes and alkenes using a univalent cationic indium(I) catalyst is reported. Mechanistic studies revealed that the reaction likely proceeds via a tandem hydroamination/Hofmann-Martius rearrangement. The high compatibility between the cationic indium(I) complex and primary anilines led us to develop an In(I)+-catalyzed hydroamination of alkenes using unprotected primary and secondary alkenylamines. Computations support the catalytic activity of naked In(I)+ ions, with an outer sphere mechanism for the C-N bond formation and a potentially inner sphere protodemetallation.

Reductive amination/cyclization of levulinic acid to pyrrolidones: Versus pyrrolidines by switching the catalyst from AlCl3 to RuCl3 under mild conditions

Herein the reductive amination/cyclization of levulinic acid using phenylsilane was presented to selectively produce pyrrolidones versus pyrrolidines under mild conditions by switching the catalyst from AlCl3 to RuCl3. Using AlCl3 as the catalyst, pyrrolidones were solely obtained at room temperature, while RuCl3 as the catalyst selectively afforded pyrrolidines in high yields at 45 °C.