77414-35-8

Basic information

• Product Name: Benzeneacetamide, N-(1,2-diphenylethyl)-
• CAS NO: 77414-35-8
• Molecular Formula: C22H21NO
• Molecular Weight: 315.415
• Mol File: 77414-35-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzeneacetamide, N-(1,2-diphenylethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetamide, N-(1,2-diphenylethyl)-(77414-35-8)
• EPA Substance Registry System: Benzeneacetamide, N-(1,2-diphenylethyl)-(77414-35-8)

Safety Data

• Hazardous Substances Data: 77414-35-8(Hazardous Substances Data)

Upstream product

• 103-80-0 phenylacetyl chloride 
• 25611-78-3 (R,S)-1,2-diphenylethylamine 

Downstream Products

• 135365-24-1 1-benzyl-3,4-dihydro-3-phenylisoquinoline 
• 135365-10-5 10b-Benzyl-5-phenyl-6,10b-dihydro-5H-oxazolo[2,3-a]isoquinoline-2,3-dione 

Relevant articles and documents

A Modified Bischler-Napieralski Procedure for the Synthesis of 3-Aryl-3,4-dihydroisoquinolines

A modification of the Bischler-Napieralski reaction for the cyclization of (1,2-diphenylethyl)amides to the 3-aryl-3,4-dihydroisoquinolines is presented.Elimination of the amide group as the nitrile via the retro-Ritter reaction is avoided by its conversion to an N-acyliminium intermediate with oxalyl chloride-FeCl3.Removal of the oxalyl group in refluxing MeOH-sulfuric acid provides the 3,4-dihydroisoquinolines in moderate to high yields.The method is also highly effective with (2-phenylethyl)amides.

Reversal of the Ritter Reaction as Observed Under Electron Impact Conditions

Fragmentations of various 2-phenethylamides, trifluoroacylimidates and imidoyl triflouromethyl sulfonates have been studied and a pathway for the formation of retro-Ritter reaction products is proposed.