to prepare | a three-necked flask containing 160g of methyl 3-bromo-4-aldehyde benzoate, add 1.3L of methanol to dissolve, add ice bath to cool to 0 degree, control the temperature less than 5 degrees, add about 20g of sodium borohydride in batches, slowly rise to 20 degrees after adding the reaction 1 hour, slowly add 100ml water, vacuum spin off methanol, then add 1L water, ethyl acetate extraction, 500ml × 3, combined organic phase, saturated brine washing 500ml × 1, dry, about 120g (containing DMF) of the crude brown oil was obtained by spin-drying, and about 84g of 3-bromo-4-(hydroxymethyl) benzoic acid was obtained by Column purification, the hydroxyl groups were then further oxidized to give the final product 3-bromo-4-aldehyde benzoic acid. |