158833-27-3

Basic information

• Product Name: N-benzyl-2-(1-naphthyl)acetamide
• Synonyms: N-benzyl-2-(1-naphthyl)acetamide
• CAS NO: 158833-27-3
• Molecular Formula: C₁₉H₁₇NO
• Molecular Weight: 275.34438
• Mol File: 158833-27-3.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-benzyl-2-(1-naphthyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-2-(1-naphthyl)acetamide(158833-27-3)
• EPA Substance Registry System: N-benzyl-2-(1-naphthyl)acetamide(158833-27-3)

Safety Data

• Hazardous Substances Data: 158833-27-3(Hazardous Substances Data)

Upstream product

• 86-87-3 naphth-1-yl acetic acid 
• 100-46-9 benzylamine 
• 2122-70-5 ethyl 2-(1-naphthyl)acetate 
• 86-86-2 1-Naphthylacetamide 
• 100-51-6 benzyl alcohol 
• 4372-76-3 1-naphthoyldiazomethane 

Relevant articles and documents

Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both aromatic and aliphatic carboxylic acids. In situ generation of amine-boranes precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodology has high functional group tolerance and chromatography-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides.

Solvent-Free N-Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica–Alumina

The N-alkylation of phenylacetamide with benzyl alcohol has been studied using Ni/SiO2–Al2O3. In the optimized conditions, the desired product was isolated in an excellent 98 % yield. The reaction could advantageously be performed in neat conditions, with a slight excess of amide and a catalytic amount of base. These conditions were tested on a large range of amides and alcohols, affording 24 compounds in 13 to 99 % isolated yields.

Combination of Enabling Technologies to Improve and Describe the Stereoselectivity of Wolff-Staudinger Cascade Reaction

A new, single-mode bench-top resonator was evaluated for the microwave-assisted flow generation of primary ketenes by thermal decomposition of α-diazoketones at high temperature. A number of amides and β-lactams were obtained by ketene generation in situ and reaction with amines and imines, respectively, in good to excellent yields. The preferential formation of trans-configured β-lactams was observed during the [2+2] Staudinger cycloaddition of a range of ketenes with different imines under controlled reaction conditions. Some insights into the mechanism of this reaction at high temperature are reported, and a new web-based molecular viewer, which takes advantage from Augmented Reality (AR) technology, is also described for a faster interpretation of computed data.