Реакция #60482

Уравнение реакции

4-[5-(nonafluorobutane-1-sulfonyloxy)-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester

morpholine

sodium t-butoxide

2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl

→

title compound

Выход 74.1%

4-[5-Morpholin-4-yl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester

Выход 74.1%

Растворители

xylene

Условия реакции

Обработка

1. 1
   ФильтрацияThe reaction mixture was filtered through Celite
2. 2
   Другоеto remove insoluble materials
3. 3
   Концентрированиеthe filtrate was concentrated under reduced pressure
4. 4
   ДругоеThe resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane)

Методика

A mixture of 4-[5-(nonafluorobutane-1-sulfonyloxy)-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester (200 mg, 0.286 mmol) produced in Example (81c), morpholine (37.8 mg, 0.429 mmol), sodium t-butoxide (56.7 mg, 0.572 mmol), tris(dibenzylideneacetone)dipalladium(0) (13.1 mg, 0.0143 mmol), 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl (11.5 mg, 0.0286 mmol) and xylene (3 mL) was stirred for 13 hours and 30 minutes at an external temperature of 100° C. under a nitrogen atmosphere. The reaction mixture was filtered through Celite to remove insoluble materials, and the filtrate was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/heptane) to give 103 mg of the title compound as a light yellow oil.

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