Реакция #60457

Уравнение реакции

cis-4-[2-(4,4-dimethylcyclohexyl)-4-(2,6-dimethylmorpholin-4-yl)phenyl]piperazine-1-carboxylic acid t-butyl ester

ethyl acetate

sodium carbonate

hydrogen chloride

ethyl acetate

→

title compound

Выход 87.9%

cis-4-[3-(4,4-Dimethylcyclohexyl)-4-piperazin-1-ylphenyl]-2,6-dimethylmorpholine

Выход 87.9%

Растворители

dichloromethane

water

Dichloromethane

Условия реакции

Обработка

1. 1
   workup.STIRRINGby stirring for 17 hours under the same conditions
2. 2
   Экстракцияextraction
3. 3
   ПромывкаThe separated organic layer was washed with brine
4. 4
   Сушкаdried over anhydrous sodium sulfate
5. 5
   ФильтрацияThe desiccant was filtered off
6. 6
   Концентрированиеthe filtrate was concentrated under reduced pressure
7. 7
   ДругоеThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

Методика

To cis-4-[2-(4,4-dimethylcyclohexyl)-4-(2,6-dimethylmorpholin-4-yl)phenyl]piperazine-1-carboxylic acid t-butyl ester (648 mg, 1.33 mmol) produced in Example (61a) was added a mixed solvent of ethyl acetate (5 mL)-dichloromethane (1 mL), followed by stirring at room temperature under a nitrogen atmosphere. A 4N solution of hydrogen chloride in ethyl acetate (5 mL, 20 mmol) was added dropwise thereto, followed by stirring for 17 hours under the same conditions. Saturated aqueous solution of sodium carbonate was added to the reaction mixture to make the mixture basic. Dichloromethane and water were added thereto and extraction was performed with dichloromethane. The separated organic layer was washed with brine and then dried over anhydrous sodium sulfate. The desiccant was filtered off and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 451 mg of the title compound as light yellow crystals.

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