Hydrochloric Acid → HCID 22134554, compound

Participants

Reaction Steps

To a suspension of N-(5-Acetylamino-2-tert-butyl-phenyl)-oxalamic acid methyl ester (1.28 g, 4.38 mmol) in 1,4-Dioxane (5 mL) at room temperature was added 1.05 equiv of 1.0N LiOH (4.60 mL, 4.60 mmol). After stirring at room temperature for 30 min, the reaction mixture was treated with 0.5N HCl (20 mL), stirred for 5 min and then partitioned between EtOAc/water. The organic phase was washed with saturated NaCl solution (50 mL), dried over Na2SO4 and evaporated to dryness. The oily residue was recrystallized from CH2Cl2/Hexane to give the title compound as a white fine crystal (1.74 g, 96%). 1HNMR (DMSO-d6) δ 10.05 (s, 1H), 9.96 (s, 1H), 7.50 (d, J=2.1 Hz, 1H), 7.42 (dd, J=9.0, 2.1 Hz, 1H), 7.33 (d, J=8.7 Hz, 1H), 2.02 (s, 3H), 1.30 (s, 9H); MS(ES) for C14H18N2O4 (MW=278.30): negative 277 ([M−H]−).

Provenance & Evidence