Hydrochloric Acid → (R)-2-methyl-4,4,4-trifluorobutylamine hydrochloride

Hydrazine monohydrate (3.1 mL) was added to a stirred solution of (R)-2-(2-methyl-4,4,4-trifluorobutyl)-1H-isoindole-1,3(2H)-dione (17.1 g) in anhydrous ethanol (85 mL) was heated to reflux. After three hours' reflux, the solution was cooled; ethanol (40 mL) was added; and the solution was acidified to pH 1 by addition of concentrated hydrochloric acid and was filtered. The filtrate was evaporated, and the residue was purified by sublimation (bath temperature 170° C., at 6.6 Pa) to yield (R)-2-methyl-4,4,4-trifluorobutylamine hydrochloride as a white solid (9.89 g, 88%); mp 187°-191° C.; partial NMR (300 MHz, DMSO-d6 -D2) shake): 1.05 (d,3H,CH3), 2.06-2.36(m,2H,CF3CH2) 2.36-2.54(m,1H,CHCH3) 2.73(dd,1H,CH2N), 2.87(dd,1H,CH2N) 8.20(br s,2H,NH2).