Sodium Hydroxide → HCID 178515536, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-amino-5-iodobenzoic acid (5.73 g, 21.8 mmol), 1,1,1-trifluoro-4-phenylbutan-2-one (5.30 g, 26.2 mmol, see reference Yang, D; Wong, M; Yan, Z. J. Org. Chem. 2000, 65, 4179-4184), and Eaton's reagent (16 mL) in a sealed pressure tube was heated at 100° C. for 1.5 hours. The reaction was then cooled to room temperature and ice-water and DCM were added. Then the pH was adjusted to pH 9 by the slow addition of 50% aqueous NaOH and concentrated NH4OH solutions (the mixture was periodically cooled in an ice-water bath to maintain the temperature below 40° C.). The precipitated solid was filtered, washed with water and Et2O, and air dried to provide the title compound as the crude product.

Provenance & Evidence