198544-22-8

Upstream product

• 52240-85-4 4-(4-amino-phenyl)-4-oxo-butyric acid,methyl ester 
• 103-84-4 Acetanilid 
• 5473-15-4 4-(4-acetamidophenyl)-4-oxobutanoic acid 

Downstream Products

• 198544-23-9 4,4-Difluoro-4-(4-nitro-phenyl)-butyric acid methyl ester 
• 20637-09-6 methyl 4-(4-aminophenyl)butanoate 
• 52240-85-4 4-(4-amino-phenyl)-4-oxo-butyric acid,methyl ester 

Relevant academic research and scientific papers

Intermolecular hydroacylation of acrylate esters: A new route to 1,4-dicarbonyls

1,4-Dicarbonyl compounds can be prepared using a Rh(I) mediated hydroacylation reaction between (2-aminopicolyl)imines and acrylate esters followed by acid hydrolysis.

Synthesis of 4-[3′-bis(2″-chloroethyl) aminophenyl] -4,4-difluorobutanoic acid [4,4-difluoro-meta-chlorambucil]

The synthetic sequence to make 4-[4′-bis(2″-chloroethyl)aminophenyl]-4,4-difluorobutanoic acid {4,4-difluorochlorambucil} was not taken beyond the intermediate stage involving methyl 4,4-difluoro-4-(4′-aminophenyl) butanoate, since this amine was hydrolytically unstable. Reaction of methyl 4-(3′-nitrophenyl)-4-oxobutanoate with sulfur tetrafluoride, followed by hydrogenation, afforded the stable isomer, methyl 4,4-difluoro-4-(3′-aminophenyl)butanoate. Bis(hydroxyethylation) by treatment with oxirane, conversion of OH to Cl by Ph3P/ CCl4, and then hydrolysis of the ester group, gave 4-[3′-bis(2″-chloroethyl)aminophenyl]-4,4-difluorobutanoic acid {4,4-difluoro-meta-chlorambucil}.