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• Synthesis

  Methyl 3-hydroxy-4-methylbenzoate is synthesized by the following steps:The amino ester 35 (60 g, 0.364 mol) was added to dil. H2SO4 (125 ml  conc. H2SO4 diluted with 1 L water) and warmed on a water bath until all  the compound was dissolved. Cold water (800 ml) was added and the  mixture was cooled to 0 °C. NaNO2 (62.6 g, 0.907 mol) was added to this  mixture with constant stirring. It was then stirred at room temperature for 15 minutes.  Then, urea (65.4 g, 1.09 mol) was added in portions. The mixture was warmed at 50 ºC for  15 minutes (temperature was not allowed to rise above 55 ºC). EtOAc was added to the reaction mixture and washed with brine, dried (anhydrous Na2SO4), filtered and  concentrated under reduced pressure to afford a colourless solid (26.56 g).;

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