A practical synthesis of 3,4-dimethoxy-o-toluic acid

被引:11
作者
Connolly, TJ [1 ]
Matchett, M [1 ]
McGarry, P [1 ]
Sukhtankar, S [1 ]
Zhu, J [1 ]
机构
[1] Roche Palo Alto LLC, NCD Chem Serv, Chem Dev, Palo Alto, CA 94304 USA
关键词
D O I
10.1021/op049938t
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A streamlined, telescoped process has been developed for the preparation of 3,4-dimethoxy-o-toluic acid, starting with economical and readily available 2,3-dimethoxybenzaidehyde. Catalytic reduction of the aldehyde functional group generated dimethoxytoluene, which was brominated in situ. The resultant aryl bromide was isolated, converted into a Grignard reagent, and transformed into a carboxylic acid with dry ice. The process was demonstrated on a pilot-plant scale.
引用
收藏
页码:624 / 627
页数:4
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