Reacción #586108

Ecuación de reacción

methyl (S)-2-[2-chloro-5-(3-methyl-2,6-di-oxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)benzoyl-oxy]propionate

hydrochloric acid

→

(S)-2-[2-chloro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)benzoyloxy]propionic acid

Rendimiento 84.7%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe solution was heated
2. 2
   Temperaturaunder reflux for 4 hours
3. 3
   workup.DISTILLATIONMost of the acetic acid was distilled off
4. 4
   workup.ADDITIONthe solution that remained was poured onto ice-water
5. 5
   ExtracciónThe aqueous phase was extracted three times with ethyl acetate
6. 6
   Secadothe organic phase was dried over sodium sulfate
7. 7
   Filtraciónthe drying agent was filtered off
8. 8
   Concentraciónthe filtrate was concentrated to dryness, which

Procedimiento

7.0 g (16 mmol) of methyl (S)-2-[2-chloro-5-(3-methyl-2,6-di-oxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)benzoyl-oxy]propionate from example 3.1 were dissolved in 50 ml of acetic acid, 50 ml of conc. hydrochloric acid were added and the solution was heated under reflux for 4 hours. Most of the acetic acid was distilled off, and the solution that remained was poured onto ice-water. The aqueous phase was extracted three times with ethyl acetate, the organic phase was dried over sodium sulfate, the drying agent was filtered off and the filtrate was concentrated to dryness, which gave 5.7 g of (S)-2-[2-chloro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)benzoyloxy]propionic acid.

Fuente