Реакция #974083

Уравнение реакции

tert-butyl 7-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

morpholine

sodium tert-butoxide

dioxane

→

desired product

Выход 88.4%

tert-butyl 7-(morpholin-4-yl)-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

Выход 88.4%

Растворители

water

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture was extracted with ethyl acetate
2. 2
   ПромывкаThe extract was washed with water
3. 3
   Сушкаdried over anhydrous magnesium sulfate
4. 4
   ДругоеThe solvent was evaporated under reduced pressure
5. 5
   ДругоеThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

Методика

A solution of tert-butyl 7-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (200 mg, 0.609 mmol), morpholine (0.159 ml, 1.83 mmol), X-phos (17.4 mg, 0.0365 mmol), tris(dibenzylideneacetone)dipalladium(0) (11.0 mg, 0.0120 mmol), sodium tert-butoxide (87.5 mg, 0.912 mmol) and dioxane (4 ml) was stirred under an argon atmosphere for 2 hr at 80° C. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to give the desired product (180 mg, 88.4%) as an oil.

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