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 acidifed 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 -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-15e140445565475293bbd109f50f88d7

Source dataset

uspto-grants-1994_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05286740