72912-40-4

Upstream product

• 72912-39-1 (2-bromo-3,4-dimethoxyphenyl)acetonitrile 
• 2973-58-2 2-bromoisovanillin 
• 7477-50-1 2-bromo-1-chloromethyl-3,4-dimethoxy-benzene 
• 72912-38-0 (2-bromo-3,4-dimethoxyphenyl)methanol 
• 55171-60-3 2-bromo-3,4-dimethoxybenzylaldehyde 
• 621-59-0 isovanillin 
• 91715-81-0 2-bromo-3,4-dimethoxy-1-(2-nitrovinyl)benzene 

Downstream Products

• 104113-97-5 N-<2-hydroxy-2-(4-methoxyphenyl)ethyl>-2-(2-bromo-3,4-dimethoxyphenyl)ethylamine 
• 67287-79-0 6-bromo-7,8-dihydroxy-1-(p-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide 
• 71157-96-5 6-bromo-7,8-dimethoxy-1-(p-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine 

Relevant academic research and scientific papers

Chemoselective zinc/HCl reduction of halogenated β-nitrostyrenes: Synthesis of halogenated dopamine analogues

A detailed account regarding the synthesis of 2- and 5-halogenated dopamine is given. The key step is a chemoselective reduction of a nitrostyrene by Zn/HCl at 0 °C. These conditions represent a simple, low-cost alternative to reduction by water-sensitive hydride donors and two-step procedures. Under these conditions, aryl fluoride, chloride, and bromide groups are stable. However, iodine undergoes significant reductive dehalogenation.