137744-67-3

Basic information

• Product Name: 3-Butenamide, 4-(3,5-dimethoxyphenyl)-N-(4-methoxyphenyl)-
• CAS NO: 137744-67-3
• Molecular Formula: C19H21NO4
• Molecular Weight: 327.38
• Mol File: 137744-67-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Butenamide, 4-(3,5-dimethoxyphenyl)-N-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenamide, 4-(3,5-dimethoxyphenyl)-N-(4-methoxyphenyl)-(137744-67-3)
• EPA Substance Registry System: 3-Butenamide, 4-(3,5-dimethoxyphenyl)-N-(4-methoxyphenyl)-(137744-67-3)

Safety Data

• Hazardous Substances Data: 137744-67-3(Hazardous Substances Data)

Upstream product

• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 95152-22-0 (2E)-N-(4-methoxyphenyl)-2-butenamide 

Relevant articles and documents

Reaction of 2-Butenoic Acid Dianion and Its N-(4-Methoxyphenyl)amide with Methoxy-Substituted Arynes

N-(4-Methoxyphenyl)-1-butenamide dianion (6), generated by the reaction of N-(4-methoxyphenyl)-2-butenamide (3) with LDA or LTMP, undergoes exclusive 4-arylation with various methoxy-substituted arynes 2a-e yielding mixtures consisting of a N-(4-methoxyphenyl)-(E)-4-aryl-3-butenamide (9) (85-90percent) and a N-(4-methoxyphenyl)-(E)-4-aryl-2-butenamide 9' (10-15percent).Under certain conditions, 4,4-diarylated products 12 are also obtained. 2-Butenoic acid dianion (14) also reacts with methoxy-substituted arynes affording predominantly 4-aryl-3-butenoic acids 15 and minor amountsof 4-aryl-2-butenoic acids 15'.The exclusive low temperature (-30 to -40 deg C) 4-addition of arynes to dianion 14 is in contrast to the predominant 2-addition that 14 undergoes with certain aldehydes and ketones at comparable temperatures.The mixtures of 4-arylbutenoic acids 15 and 15' and 4-arylbutenamides 9 and 9' were readily hydrogenated (Pd/C) and esterified (MeOH/H2SO4) to synthetically valuable methyl 4-arylbutanoates 17.