Sodium Nitrate → 1-Ethyl-7-fluoro-5-nitro-1,3-dihydro-indol-2-one

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Reaction Steps

1-Ethyl-7-fluoro-1,3-dihydro-indol-2-one (3.45 g, 19.3 mmol) is added portionwise to a mixture of sodium nitrate (1.64 g, 19.3 mmol) and trifluoroacetic acid (60 ml) and stirred at room temperature for 5 hours. The reaction is diluted with ice water and the resulting precipitate filtered, washed with water, and dried under vacuum to give the title compound as a brownish-yellow solid. HPLC r.t. 4.88 min; MS for C10H9FN2O3 m/z 223.0 (M-H)−.

Provenance & Evidence