51353-26-5

Basic information

• Product Name: N-BENZYL-N-(2-METHOXYETHYL)AMINE
• Synonyms: N-benzyl-2-methoxyethanamine;Benzenemethanamine, N-(2-methoxyethyl)-
• CAS NO: 51353-26-5
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 51353-26-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 230.8°Cat760mmHg
• Flash Point: 91.4°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.0646mmHg at 25°C
• PKA: 8.54±0.19(Predicted)
• CAS DataBase Reference: N-BENZYL-N-(2-METHOXYETHYL)AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BENZYL-N-(2-METHOXYETHYL)AMINE(51353-26-5)
• EPA Substance Registry System: N-BENZYL-N-(2-METHOXYETHYL)AMINE(51353-26-5)

Safety Data

• Hazardous Substances Data: 51353-26-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H15NO/c1-12-8-7-11-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3/p+1

Upstream product

• 109-85-3 2-methoxyethylamine 
• 100-46-9 benzylamine 
• 373-68-2 tetramethylammonium fluoride 
• 104-63-2 N-Benzylethanolamine 
• 105427-43-8 N-(2-methoxyethyl)-1-phenylmethanimine 
• 88328-85-2 N-(2-methoxyethyl)benzamide 
• 1384953-89-2 C₁₄H₂₅NOSi 
• 100-52-7 benzaldehyde 
• 253447-30-2 1,2-dimethoxyethanol 

Downstream Products

• 1611472-14-0 N-benzyl-N-(2-methoxyethyl)-8-(4-methoxyphenyl)-1,6-naphthyridine-2-carboxamide 
• 1225561-40-9 benzyl(2-methoxyethyl)carbamoylazide 
• 1225561-74-9 C₂₃H₂₄NO₆P 
• 209333-71-1 8-(4-Benzyloxy-phenyl)-7-oxo-7H-thieno[2,3-a]quinolizine-10-carboxylic acid benzyl-(2-methoxy-ethyl)-amide 

Relevant articles and documents

Selective Methylation of Amides, N-Heterocycles, Thiols, and Alcohols with Tetramethylammonium Fluoride

We herein disclose the use of tetramethylammonium fluoride (TMAF) as a direct and selective methylating agent of a variety of amides, indoles, pyrroles, imidazoles, alcohols, and thiols. The method is characterized by operational simplicity, wide scope, and ease of purification. Our computational studies suggest a concerted methylation-deprotonation as the preferred reaction pathway.

Iridium-catalyzed reduction of secondary amides to secondary amines and imines by diethylsilane

Catalytic reduction of secondary amides to imines and secondary amines has been achieved using readily available iridium catalysts such as [Ir(COE) 2Cl]2 with diethylsilane as reductant. The stepwise reduction to secondary amine proceeds through an imine intermediate that can be isolated when only 2 equiv of silane is used. This system requires low catalyst loading and shows high efficiency (up to 1000 turnovers at room temperature with 99% conversion have been attained) and an appreciable level of functional group tolerance.

Generation of stable synthetic equivalents of unstable α-alkoxyacetaldehydes: An improved preparation of dirithromycin

Described is the in situ preparation of the hemiacetals of α-alkoxyacetaldehydes. The hemiacetals are generated by hydrolysis of an acetal precursor in aqueous acetonitrile solutions. These hemiacetals serve as stable aldehyde equivalents, thus circumventing the production and isolation of unstable α-alkoxyaldehydes. The hemiacetal of 2-methoxyethoxyacetaldehyde is utilized in an effective and efficient preparation of Dirithromycin (LY237216).