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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 481720생성일: 2026년 10월 26일

Water → (+/-)2-Hydroxy-5-(p-Toluenesulfonyloxymethyl)-Tetrahydrofuran

https://huagongshe.com/reaction/481720

반응식

참여 물질

역할이름HCID투입량
반응물WaterHCID 962—
반응물Diisobutylaluminum hydrideHCID 14487—
반응물(5-Oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonateHCID 4609541—
용매TolueneHCID 1140—
생성물(+/-)2-Hydroxy-5-(p-Toluenesulfonyloxymethyl)-TetrahydrofuranHCID 21255848—

반응 조건

온도-78 °C

반응 단계

To a suspension of (±)-dihydro-5-(p-toluensulfonyloxymethyl)-2(3H)-furanone (example 57) (5.20 g, 19.26 mmol) in anhydrous toluene (125 mL) at -78° C. was added DIBAL (1.5M in toluene, 13.5 mL, 20.22 mmol) dropwise. The solution was allowed to stir at -78° C. for 2 h. Water was then added to the mixture and the reaction mixture was brought to rt. The mixture was filtered through Celite and the organic layer was collected, dried (MgSO4) and concentrated to give the title compound as a 1:1 mixture of cis and trans isomers (4.2 g, 80%).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05789394
출처 데이터셋uspto-grants-1998_08
ORD IDord-130f7161d5024503a220617a495fe875
출처 메모uspto-grants-1998_08