Реакция #63613

Уравнение реакции

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

Выход 59.4%

Условия реакции

Обработка

1. 1
   Температураrefluxed for 2 hours
2. 2
   ЭкстракцияThe product was extracted with trichloromethane
3. 3
   ПромывкаThe extract was washed with water
4. 4
   Другоеdried
5. 5
   Фильтрацияfiltered
6. 6
   Другоеevaporated
7. 7
   ДругоеThe residue was purified by column-chromatography over silica gel using
8. 8
   workup.ADDITIONa mixture of trichloromethane and methanol
9. 9
   ДругоеThe pure fractions were collected
10. 10
    Другоеthe eluent was evaporated
11. 11
    ДругоеThe residue was triturated in 2,2'-oxybispropane
12. 12
    ФильтрацияThe product was filtered off
13. 13
    Другоеdried

Методика

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).

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