Methanol → 4-Benzyl-6-bromo-2,3,4,5-tetrahydro-1,4-benzoxazepine

온도

80 °C

To a solution of 4-benzyl-6-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one (4.94 g, 14.9 mmol) in tetrahydrofuran (60 ml) was added 1M borane-tetrahydrofuran solution (61.5 ml, 61.5 mmol), and the mixture was stirred at 80° C. for 2 hr. Under ice-cooling, methanol (140 ml) and sodium hydroxide (13.2 g, 331 mmol) were added, and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure. The residue was poured into water and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to give the desired product (450 mg, 9.5%) as an oil.

1. temperatureUnder ice-cooling
2. stirringthe mixture was stirred at room temperature for 1 hr
3. customThe solvent was evaporated under reduced pressure
4. additionThe residue was poured into water
5. extractionthe mixture was extracted with ethyl acetate
6. dry with materialThe extract was dried over anhydrous magnesium sulfate
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=10:1)

ORD 기록

ord-f88d99371aa34656b3ef688d53d1f4fc

출처 데이터셋

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08247403B2