122101-06-8

Basic information

• Product Name: 4-benzyl-1,4-dihydroisoquinolin-3(2H)-one
• Synonyms: 4-benzyl-1,4-dihydroisoquinolin-3(2H)-one
• CAS NO: 122101-06-8
• Molecular Weight: 237.301
• Mol File: 122101-06-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 4-benzyl-1,4-dihydroisoquinolin-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzyl-1,4-dihydroisoquinolin-3(2H)-one(122101-06-8)
• EPA Substance Registry System: 4-benzyl-1,4-dihydroisoquinolin-3(2H)-one(122101-06-8)

Safety Data

• Hazardous Substances Data: 122101-06-8(Hazardous Substances Data)

Upstream product

• 24331-94-0 1,4-dihydro-3(2H)-isoquinolinone 
• 100-44-7 benzyl chloride 

Downstream Products

• 122101-04-6 4-Benzyl-1,4-dihydro-2-methyl-3(2H)-isochinolinon 
• 146645-31-0 4-Benzyl-3,3-dideutero-2-methyl-1,2,3,4-tetrahydroisochinolin 

Relevant articles and documents

Synthetic approaches to N- and 4-substituted 1,4-dihydro-3(2H)-isoquinolinone derivatives

Reaction of methyl-2-(2-formylphenyl)acetate with primary amines in a reductive amination/cyclisation process resulted in N-substituted 1,4-dihydro-3(2H)-isoquinolinones. With H2NCH2R sodium borohyride is a suitable reductant (11 examples), but H2NCHR1R2 required a transfer hydrogenation using ammonium formate catalysed by palladium on carbon (9 examples). 4-Substituted-1,4-dihydro-3(2H)-isoquinolinones were synthesised by deprotonation (n-butyllithium) and addition of R3CH2Br (12 examples with R3 = alkyl, Ar, CH[dbnd]CH2, C[tbnd]CH). Modest diastereoselectivity was achieved with 1,4-dihydro-3(2H)-isoquinolinones derived from H2NCHMeR2 [R2 = (η5-C5H4)Co(η4-C4Ph4) - max. dr = 1.9 : 1], but use of H2NCHMeFc (Fc = ferrocenyl) provided a new method of 1,4-dihydro-3(2H)-isoquinolinone N-deprotection with formic acid.