82860-54-6

Basic information

• Product Name: N,N-dibenzyl-2-hydroxybenzamide
• Synonyms: N,N-dibenzyl-2-hydroxybenzamide
• CAS NO: 82860-54-6
• Molecular Weight: 317.387
• Mol File: 82860-54-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N,N-dibenzyl-2-hydroxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dibenzyl-2-hydroxybenzamide(82860-54-6)
• EPA Substance Registry System: N,N-dibenzyl-2-hydroxybenzamide(82860-54-6)

Safety Data

• Hazardous Substances Data: 82860-54-6(Hazardous Substances Data)

Upstream product

• 1441-87-8 salicyloyl chloride 
• 103-49-1 dibenzylamine 
• 69-72-7 salicylic acid 

Downstream Products

• 1602981-65-6 3-benzyl-2-phenyl-2,3-dihydro-4H-benzo[e][1,3]oxazin-4-one 

Relevant articles and documents

C-H Functionalization via Remote Hydride Elimination: Palladium Catalyzed Dehydrogenation of ortho-Acyl Phenols to Flavonoids

Although deprotonation of electron-poor C-H bonds to carbon anions with bases has long been known and widely used in organic synthesis, the hydride elimination from electron-rich C-H bonds to carbon cations or partial carbocations for the introduction of nucleophiles is a comparatively less explored area. Here we report that the carbonyl β-C(sp3)-H bond hydrogens of ortho-acyl phenols could be substituted by intramolecular phenolic hydroxyls to form O-heterocycles, followed by dehydrogenation of the O-heterocycle into flavonoids. The cascade reaction is catalyzed by Pd/C without added oxidants and sacrificing hydrogen acceptors.