FIELD: chemistry.
SUBSTANCE: method comprises bringing 1-chloro-3-fluoro-2-methoxybenzene in contact with alkyllithium to yield lithiated 1-chloro-3-fluoro-2-methoxybenzene, bringing the lithiated 1-chloro-3-fluoro-2-methoxybenzene in contact with an electrophilic boronic acid to give 4-chloro-2-fluoro-3-metoksifenilboronata, reacting a 4-chloro-2-fluoro-3-metoksifenilboronata with aqueous base to afford (4-chloro-2-fluoro-3-methoxyphenyl) trihydroxyborate interaction (4-chloro-2-fluoro-3-methoxyphenyl) trihydroxyborate with an acid to give 4-chloro-2-fluoro-3-methoxyphenylboronic acid and reacting 4-chloro-2-fluoro-3-methoxyphenylboronic acid with 2,3-dimethyl-2,3-butanediol. Also provided are a process for preparing 2-(4-chloro-2-fluoro-3-methoxyphenyl)-4.4,5.5-tetramethyl-1,3,2-dioxoboralane, a method of using pinacol ester and 4-chloro-2-fluoro-3-methoxyphenylboronic acid.
EFFECT: invention allows to efficiently obtain pinacol ester and 4-chloro-2-fluoro-3-methoxyphenylboronic acid and its effective use for herbicidal intermediates.
16 cl, 3 ex
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Authors
Dates
2017-07-19—Published
2012-12-20—Filed