Hydrochloric Acid → (2S,3S)-4,4,4-Trifluoro-2-hydrazino-3-methyl-butan-1-ol HCl

Temperature

30 °C

Di-tert-butyl 1-[(1S,2S)-3,3,3-trifluoro-1-(hydroxymethyl)-2-methylpropyl]hydrazine-1,2-dicarboxylate (214.4 g, 0.576 mole) was dissolved in 640 mL THF. The solution was warmed to 30° C. and concentrated HCl (240 mL, 2.87 moles, 5 equivalents) was added drop wise over 20 minutes at 30-50° C. The solution was maintained at 50° C. for 2 hours and the THF was removed with aspirator vacuum at 30-60° C. The HCl solution was washed twice with 300 mL TBME. The aqueous phase was then stripped to a white solid using aspirator and vacuum pump at 50-60° C. The resulting solid was dried at 50° C. under vacuum at <10 mm Hg giving 108.3 g, 90% yield of (2S,3S)-4,4,4-Trifluoro-2-hydrazino-3-methyl-butan-1-ol HCl.

1. temperatureThe solution was maintained at 50° C. for 2 hours
2. customthe THF was removed with aspirator vacuum at 30-60° C
3. washThe HCl solution was washed twice with 300 mL TBME
4. customat 50-60° C
5. customThe resulting solid was dried at 50° C. under vacuum at <10 mm Hg

ORD record

ord-47cc3521c88949099766e2b081d39adf

Source dataset

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07737303B2