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

To a solution of the fluoro derivative (21.0 g) from Step 4 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-61001f38ce604c219b2cbed99fc0e0be

Source dataset

uspto-grants-2012_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08318748B2