Potassium Hydroxide → (2S)-2-amino-4-fluoro-4-methylpentan-1-ol

To a solution of the fluoro derivative (21.0 g) from Step 10 in 90% aqueous ethyl alcohol (216 mL) was added potassium hydroxide (21.9 g). The mixture was heated at reflux for 4 hours and cooled to room temperature. The mixture was then concentrated and co-evaporated with toluene (3×300 mL). The residue was dissolved in dichloromethane (500 mL) and stirred for 0.5 hour. The suspension was filtered through celite and the celite was washed with dichloromethane (3×100 mL). The filtrate was concentrated to dryness to yield (2S)-2-amino-4-fluoro-4-methylpentan-1-ol.

1. temperatureThe mixture was heated
2. temperatureat reflux for 4 hours
3. concentrationThe mixture was then concentrated
4. dissolutionThe residue was dissolved in dichloromethane (500 mL)
5. filtrationThe suspension was filtered through celite
6. washthe celite was washed with dichloromethane (3×100 mL)
7. concentrationThe filtrate was concentrated to dryness

ORD record

ord-0a3de72e170b43fb8be254dfca98ae97

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07687524B2