18811-61-5

Basic information

• Product Name: 1-(methoxymethyl)piperidine
• Synonyms: 1-(Methoxymethyl)piperidine; N-(Methoxy-methyl)piperidine
• CAS NO: 18811-61-5
• Molecular Formula: C₇H₁₅NO
• Molecular Weight: 129.2001
• Mol File: 18811-61-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 150.3°C at 760 mmHg
• Flash Point: 39.6°C
• Density: 0.913g/cm³
• Vapor Pressure: 3.87mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: 1-(methoxymethyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(methoxymethyl)piperidine(18811-61-5)
• EPA Substance Registry System: 1-(methoxymethyl)piperidine(18811-61-5)

Safety Data

• Hazardous Substances Data: 18811-61-5(Hazardous Substances Data)

Usage

Chemical structure

A piperidine ring attached to a methoxymethyl group

Common use

Building block in the synthesis of various pharmaceuticals and organic compounds

Pharmacological effects

Potential ability to act as a reagent in the synthesis of novel drugs

Odor

Mild, characteristic odor

Stability

Considered to be a stable compound

Reactivity

Relatively non-reactive

Applications

Various industrial and research applications in the chemical and pharmaceutical industries

Upstream product

• 110-89-4 piperidine 
• 67-56-1 methanol 
• 50-00-0 formaldehyd 

Downstream Products

• 2905-56-8 N-Benzylpiperidine 
• 626-67-5 N-methylcyclohexylamine 
• 19653-33-9 ethyl piperidine-1-propionate 
• 35278-95-6 N,N-piperidyl-1-p-tolylmethanamine 
• 4764-13-0 2-(N-piperidinylmethyl)phenol 
• 59507-42-5 1-(4-chlorobenzyl)piperidine 
• 3626-62-8 2-phenyl-1-(1-piperidinyl)ethanone 

Relevant articles and documents

Enantioselective Synthesis of α-Aryl-β2-Amino-Esters by Cooperative Isothiourea and Br?nsted Acid Catalysis

The synthesis of α-aryl-β2-amino esters through enantioselective aminomethylation of an arylacetic acid ester in high yields and enantioselectivity via cooperative isothiourea and Br?nsted acid catalysis is demonstrated. The scope and limitatio

Copper(II)-Catalyzed [4+1] annulation of propargylamines with N,O-acetals: Entry to the synthesis of polysubstituted pyrrole derivatives

Described herein is the CuCl2-catalyzed [4+1] annulation of a variety of propargylamines with N,O-acetals that function as a C1 unit, leading to the production of polysubstituted pyrrole derivatives. Three important features of the N,O-acetal during the [4+1] annulation series via 5-endo-dig cyclization are described: an enolizable substituent adjacent to the central sp3-carbon is required, the central sp3-carbon displays the functions of both an electrophile and a nucleophile, and liberation of the secondary amine smoothly leads to the aromatization. A CuCl2-catalyzed [4+1] annulation of propargylamines with N,O-acetals having an ester, a ketone, and an amide moiety, leading to the facile preparation of polysubstituted pyrrole derivatives is presented. This annulation series was achieved through 5-endo-dig cyclization and subsequent aromatization in one pot.

N-aminomethylation vs. C-aminomethylation of indole and pyrrole with an N,O-acetal controlled by the hardness of a counter ion of an iminium compound

Under relatively strong Lewis acidic conditions (a softer counter ion) using TMSOTf and TMSI, the aminomethylation of indole or pyrrole with a typical N,O-acetal preferentially produced the kinetically favored N-aminomethylated indole or pyrrole derivative. Use of a relatively weak Lewis acid (a harder counter ion), such as TMSCl and TMSBr, preferentially produced the thermodynamically favored C-aminomethylated indole and pyrrole derivative.