Reacción #168720

Ecuación de reacción

N-[1-(3-Bromo-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-2-chloro-acetamide

potassium tert-butoxide

water

→

title compound

5-(3-Bromo-phenyl)-5-difluoromethyl-morpholin-3-one

Disolventes

tert-butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe reaction was evaporated
2. 2
   OtroThe phases were separated
3. 3
   Extracciónthe aqueous phase was extracted twice with ethyl acetate
4. 4
   LavadoThe organic phases were washed with water and brine
5. 5
   Secadodried over Na2SO4
6. 6
   Concentraciónconcentrated under reduced pressure

Procedimiento

N-[1-(3-Bromo-phenyl)-2,2-difluoro-1-hydroxymethyl-ethyl]-2-chloro-acetamide (8.10 g, 23.65 mmol) and potassium tert-butoxide (5.31 g, 47.3 mmol) were heated to 95° C. in 118 ml tert-butanol for 30 minutes. After completion water was added and the reaction was evaporated. The residue was put between ethyl acetate and water. The phases were separated and the aqueous phase was extracted twice with ethyl acetate. The organic phases were washed with water and brine, dried over Na2SO4 and concentrated under reduced pressure to yield the title compound as off-white solid. 1H-NMR (360 MHz, DMSO-d6): 9.13 (s, 1H, NH), 7.78 (s, 1H), 7.59 (m, 2H), 7.42 (t, 1H), 6.48 (t, 1H, CHF2), 4.28 (d, 1H), 4.10 (m, 2H), 3.92 (m, 1H); MS: 306 [(M+H)+].

Fuente