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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 388740생성일: 2026년 10월 25일

Diisobutylaluminumhydride → (2z)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanol

https://huagongshe.com/reaction/388740

반응식

참여 물질

역할이름HCID투입량
반응물DiisobutylaluminumhydrideHCID 21225700—
반응물Ethyl (2z)-((3r,5s)-3-{[tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)acetateHCID 57696867—
용매Toluene methylene chlorideHCID 21877217—
생성물(2z)-2-((3r,5s)-3-{[Tert-butyl(diphenyl)silyl]oxy}-5-fluoro-4-methylenecyclohexylidene)ethanolHCID 6893639868%

반응 조건

온도-78 °C

반응 단계

The compound of Example 13G (40 mg, 0.09 mmol) was dissolved in 1 mL of 1:1 dichloromethane/toluene and cooled to −78° C. Diisobutylaluminum hydride (1 M in hexanes, 0.36 mL) was added, and the mixture was stirred for 20 minutes. The reaction was quenched by the addition of water; the mixture was warmed to ambient temperature, and then acidified to pH˜2 by addition of concentrated HCl. The mixture was extracted with ethyl acetate; the organics were washed with brine and dried over Na2SO4. The solvents were removed in vacuo; the residue was purified by chromatography on an Analogix Intelliflash 280™, eluting with 17% ethyl acetate in hexanes to give the titled compound (25 mg, 68%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08377913B2
출처 데이터셋uspto-grants-2013_02
ORD IDord-7e5502f2a60548b8a139903ef04181b0
출처 메모uspto-grants-2013_02