참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Diisobutylaluminum hydride | HCID 14487 | — |
| 반응물 | (5-Oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate | HCID 4609541 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | (+/-)2-Hydroxy-5-(p-Toluenesulfonyloxymethyl)-Tetrahydrofuran | HCID 21255848 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05789394 |
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| 출처 데이터셋 | uspto-grants-1998_08 |
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| ORD ID | ord-130f7161d5024503a220617a495fe875 |
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| 출처 메모 | uspto-grants-1998_08 |
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