42600-79-3

Basic information

• Product Name: N-benzyl-(1-adamantane)-carboxamide
• Synonyms: N-benzyl-(1-adamantane)-carboxamide
• CAS NO: 42600-79-3
• Molecular Weight: 269.387
• Mol File: 42600-79-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: N-benzyl-(1-adamantane)-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-(1-adamantane)-carboxamide(42600-79-3)
• EPA Substance Registry System: N-benzyl-(1-adamantane)-carboxamide(42600-79-3)

Safety Data

• Hazardous Substances Data: 42600-79-3(Hazardous Substances Data)

Upstream product

• 103199-95-7 1-adamantanecarbothioic S-acid 
• 100-46-9 benzylamine 
• 10405-61-5 (3r,5r,7r)-adamantane-1-carbonyl fluoride 
• 326488-62-4 (CH₃)3COC(O)CH₂C(O)C₁₀H₁₅ 
• 828-51-3 1-Adamantanecarboxylic acid 
• 2094-72-6 1-Adamantanecarbonyl chloride 
• 2094-73-7 ethyl 1-adamantanecarboxylate 

Downstream Products

• 176434-13-2 1-(adamantan-1-yl)-N-benzylmethanamine 

Relevant articles and documents

Synthesis of Acyl Fluorides from Carboxylic Acids Using NaF-Assisted Deoxofluorination with XtalFluor-E

The synthesis of acyl fluorides using the deoxofluorination reaction of carboxylic acids using XtalFluor-E is described. This transformation, assisted by a catalytic amount of NaF, occurs at room temperature in EtOAc, where XtalFluor-E behaves as the activating agent and the fluoride source. A wide range of acyl fluorides were obtained in moderate to excellent yields (36-99%) after a simple filtration on a pad of silica gel. We also demonstrated that sequential deoxofluorination/amidation was possible.

PPh3/Selectfluor-Mediated Transformation of Carboxylic Acids into Acid Anhydrides and Acyl Fluorides and Its Application in Amide and Ester Synthesis

By taking the advantage of PPh3/Selectfluor system, carboxylic acids are efficiently converted into the pivotal intermediates acyloxyphosphonium ions that can selectively react with a second carboxylic acid or fluoride to in situ yield the corresponding acid anhydrides or acyl fluorides. The developed protocol features commercially availabile reagents, no involvement of base, room temperature conditions, and simple experimental procedure. Additionally, various amides or esters are readily achieved, respectively, with the addition of amines or alcohols.

Tetramethyl Orthosilicate (TMOS) as a Reagent for Direct Amidation of Carboxylic Acids

Tetramethyl orthosilicate (TMOS) is shown to be an effective reagent for direct amidation of aliphatic and aromatic carboxylic acids with amines and anilines. The amide products are obtained in good to quantitative yields in pure form directly after workup without the need for any further purification. A silyl ester as the putative activated intermediate is observed by NMR methods. Amidations on a 1 mol scale are demonstrated with a favorable process mass intensity.