Réaction #974083

Équation de réaction

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

morpholine

sodium tert-butoxide

dioxane

→

desired product

Rendement 88.4%

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

Rendement 88.4%

Solvants

water

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source