Hydrochloric Acid → 3,5-Difluoro-4-(1-methylheptyloxy)phenylboronic acid

참여 물질

반응 조건

반응 단계

14.5 g of 1-bromo-3,5-difluoro-4-(1-methylheptyloxy)benzene from step 1 were dissolved in 150 ml of diethyl ether and cooled to −70° C. At this temperature, with cooling, firstly 31.0 ml of a 15% solution of butyllithium in n-hexane were slowly added dropwise, the mixture was stirred at the same temperature for 1 h, and then 5.6 ml of trimethyl borate were slowly added dropwise, and the mixture was stirred for a further h. The temperature of the reaction solution was slowly allowed to rise to −10° C. The mixture was then hydrolysed with distilled water, and the pH was adjusted to 2 using hydrochloric acid. The organic phase was separated off, and the aqueous phase was extracted with MTB ether. The product was subjected to conventional purification and dried over Na2SO4, giving 13.9 g of 3,5-difluoro-4-(1-methylheptyloxy)phenylboronic acid.

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