반응 #974148

반응 방정식

tert-butyl 6-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

(3S)-3-methylmorpholine p-toluenesulfonate

sodium tert-butoxide

toluene

→

desired product

수율 79.3%

tert-butyl 8-[(3S)-3-methylmorpholin-4-yl]-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate

수율 79.3%

용매

water

반응 조건

후처리

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

실험 절차

A solution of tert-butyl 6-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (500 mg, 1.52 mmol), (3S)-3-methylmorpholine p-toluenesulfonate (416 mg, 1.52 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl(X-phos) (58.0 mg, 0.122 mmol), tris(dibenzylideneacetone)dipalladium(0) (27.8 mg, 0.0304 mmol), sodium tert-butoxide (365 mg, 3.80 mmol) and toluene (6 ml) was stirred under an argon atmosphere at 100° C. for 12 hr. 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 (420 mg, 79.2%) as an oil.

출처