Reaktion #63613

Reaktionsgleichung

N-(5-fluoro-2-methylphenyl)tetrahydro-3,3-dimethyl-3H-oxazolo[3,4-a]pyrazine-7(8H)-acetamide

hydrochloric acid

sodium carbonate

→

N-(5-fluoro-2-methylphenyl)-3-(hydroxymethyl)-1-piperazineacetamide

Ausbeute 59.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 2 hours
2. 2
   ExtraktionThe product was extracted with trichloromethane
3. 3
   WaschenThe extract was washed with water
4. 4
   Sonstigedried
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   SonstigeThe residue was purified by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane and methanol
9. 9
   SonstigeThe pure fractions were collected
10. 10
    Sonstigethe eluent was evaporated
11. 11
    SonstigeThe residue was triturated in 2,2'-oxybispropane
12. 12
    FiltrationThe product was filtered off
13. 13
    Sonstigedried

Vorschrift

A mixture of 8.5 parts of N-(5-fluoro-2-methylphenyl)tetrahydro-3,3-dimethyl-3H-oxazolo[3,4-a]pyrazine-7(8H)-acetamide and 105.6 parts of hydrochloric acid solution 0.5N was stirred and refluxed for 2 hours. The reaction mixture was cooled to room temperature. The whole was alkalized with sodium carbonate and salted out. The product was extracted with trichloromethane. The extract was washed with water, dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol, saturated with ammonia (85:15 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was triturated in 2,2'-oxybispropane. The product was filtered off and dried, yielding 4.4 parts (59.4%) of N-(5-fluoro-2-methylphenyl)-3-(hydroxymethyl)-1-piperazineacetamide; mp. 127.7° C. (intermediate 145).

Quelle