3-Methoxy-5-nitrobenzotrifluoride → 3-Hydroxy-5-nitrobenzotrifluoride

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Reaction Steps

3-Methoxy-5-nitrobenzotrifluoride (40 g, 181 mmol, 1 eq) and pyridinium hydrochloride (167 g, 1448 mmol, 8 eq) were heated together to 210° C. in an open vessel for 2.5 h. The dark mixture was cooled and partitioned between EtOAc and 2 N HCl. The EtOAc layer was washed (6×) with 2 N HCl, and once with brine. After drying over Na2SO4 the solution was filtered and stripped. The crude material was placed under vacuum for 7 days to provide a brownish solid which was used without further purification.

Provenance & Evidence