Methanol → HCID 123864731, compound

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Reaction Steps

4-diisopropylsilanylbenzoic acid (9 g, 38 mmol)was dissolved in methanol (300 mL), and conc. H2SO4 (15 mL) was added dropwise to the solution cooled on ice. After being heated to reflux for 2 hours, the reaction solution was dissolved in chloroform (500 mL). The solution was then extracted two times with water (300 mL) and three times with 5 wt % aqueous solution (300 ml) of sodium hydrogen carbonate. An organic layer was collected and dehydrated with anhydrous sodium sulfate and filtered so that the resulting solvent was distilled out under a reduced pressure. The resulting crude product was then purified by silica gel column chromatography. After eluted with hexane having 0-5% ethyl acetate gradient, the solvent was distilled out to give a desired product (8.8 g, 93%). Its NMR data are as follows:

Provenance & Evidence