Zheng Yong-gang
2007
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Journal
Fine chemicals
Abstract
New synthetic routes for(Z)-2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)vinyl]-phenylamine were devised.Starting from 4-methoxyphenylacetic acid,through nitration,Perkin condensation and reduction,(E)-2-(3-amino-4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-acrylic acid was obtained,which by direct decarboxylation(route 1),or with a more favourable procedure through N-acetyl protection,decarboxylation and hydrolyzation(route 2),gave the target compound.The total yields of route 1 and route 2 were 20.4% and 17.1% respectively,both higher than Wittig method.The structure of the target compound and key intermediates were verified by MS,IR and 1HNMR.