2-(Ammoniooxy)propane chloride

51951-27-0

4490-81-7

General procedure for the synthesis of isopropylhydroxylamine hydrochloride from 2-isopropoxyisodihydroindole-1,3-dione: Hydrazine monohydrate (2.80 mL, 58.5 mmol) was added to a chloroform solution (100 mL) of N-(isopropoxy)phthalimide (4.00 g, 19.5 mmol) containing 10% methanol, and the reaction was stirred for 47 hours at room temperature. After completion of the reaction, the reaction mixture was filtered under reduced pressure and the filtrate was concentrated under vacuum. To the resulting crude product was added diethyl ether, followed by dropwise addition of 1,4-dioxane solution of hydrogen chloride (4 mol/L) until the pH reached 3. The precipitated solid was collected to afford O-isopropylhydroxylamine hydrochloride as a white solid (0.77 g, 35% yield).