88431-01-0

Basic information

• Product Name: Benzamide, N,N-diethyl-2-methoxy-6-[2-(4-methoxyphenyl)-2-oxoethyl]-
• CAS NO: 88431-01-0
• Molecular Formula: C21H25NO4
• Molecular Weight: 355.434
• Mol File: 88431-01-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzamide, N,N-diethyl-2-methoxy-6-[2-(4-methoxyphenyl)-2-oxoethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N,N-diethyl-2-methoxy-6-[2-(4-methoxyphenyl)-2-oxoethyl]-(88431-01-0)
• EPA Substance Registry System: Benzamide, N,N-diethyl-2-methoxy-6-[2-(4-methoxyphenyl)-2-oxoethyl]-(88431-01-0)

Safety Data

• Hazardous Substances Data: 88431-01-0(Hazardous Substances Data)

Upstream product

• 51674-10-3 N,N-diethyl-2-methoxybenzamide 
• 121-98-2 methyl 4-methoxybenzoate 
• 88430-97-1 N,N-diethyl-2-methoxy-6-methylbenzamide 

Downstream Products

• 88431-02-1 2-(Diethylcarbamoyl)-3,4'-dimethoxystilbene 
• 88430-98-2 N,N-Diethyl-2-[2-hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-benzamide 

Relevant articles and documents

Ortho-Lithiated Tertiary Benzamides. Chain Extension via o-Toluamide Anion and General Synthesis of Isocoumarins Including Hydrangenol and Phyllodulcin

Lithiation of N,N-diethyl-2-methylbenzamide (2a) followed by condensation with aromatic aldehydes and basic hydrolysis leads to 3-aryl-3,4-dihydroisocoumarins 4 in modest overall yields.Adoption of this methodology to N,N-dimethyl-2-methyl-6-methoxybenzamide (7b) provides isocoumarins 9a and 9b which by selective demethylation procedures yields hydrangenol (10a) and phyllodulcin (10c), naturally occurring isocoumarins of pharmacological interest.A one-pot, abbreviated procedure for the preparation of both 9a and 9b starting with N,N-Dimethyl-2-methoxybenzamide (6c) is also described.