Sodium Nitrate → 2-(2-Hydroxy-3,3,3-trifluoropropyl)-6-nitro-3,4-dihydro-2H-1-benzopyran

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Reaction Steps

A solution of 8.5 g (35 mmol) of 2-(2-hydroxy-3,3,3-trifluoropropyl)-3,4-dihydro-2H-1-benzopyran in 106 ml of trifluoroacetic acid is treated with 7.4 g (88 mmol) of sodium nitrate at -10° C. The mixture is allowed to react for 45 min, then poured into ice water and the product is extracted with dichloromethane. The organic phase is then dried over sodium sulfate and concentrated under reduced pressure. By chromatography of the residue on a silica column using dichloromethane, 5.0 g of product are obtained.

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