Hydrochloric Acid → (S)-3-amino-3-(5-bromo-2-fluorophenyl)-4,4-difluorobutan-1-ol

Participants

Reaction Conditions

Reaction Steps

To a solution of (S)—N—((S)-2-(5-bromo-2-fluorophenyl)-1,1-difluoro-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide (intermediate E4.1) (810 mg, 2.01 mmol) in THF (40 ml) was added conc. HCl (595 mg, 496 μl, 6.04 mmol) at 23° C. The mixture was stirred for 4 hours at 23° C. Poured into 1 M Na2CO3-solution, extracted with ethyl acetate and dried over Na2SO4. Removal of solvent in vacuum left (S)-3-amino-3-(5-bromo-2-fluorophenyl)-4,4-difluorobutan-1-ol (570 mg, 1.91 mmol, 95.0% yield) as a light yellow oil. The crude product was used in the next step without further purification. MS (ISP): m/z=298.1 [M+H]+ and 300.1 [M+2+H]+.

Provenance & Evidence