Hydrochloric Acid → HCID 12004108, compound

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) and 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%); m.p. 187°-191° C.; partial NMR (300 MHz, DMSO-d6 -D2O 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).

1. temperatureheated to reflux
2. temperatureAfter three hours' reflux
3. temperaturethe solution was cooled
4. filtrationwas filtered
5. customThe filtrate was evaporated
6. customthe residue was purified by sublimation (bath temperature 170° C., at 6.6 Pa)

ORD record

ord-169a822bf4384dcea87206ae3094e8e1

Source dataset

uspto-grants-1994_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05280125