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 μL) 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-89830b8ffcb54425a68b9f11a8b635bd

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07973037B2