Water → HCID 21255848, 화합물

HRID 481720

반응식

HRID 481720 반응식
[C:1]1([CH3:18])[CH:6]=[CH:5][C:4]([S:7]([O:10][CH2:11][CH:12]2[O:16][C:15](=[O:17])[CH2:14][CH2:13]2)(=[O:9])=[O:8])=[CH:3][CH:2]=1.CC(C[AlH]CC(C)C)C.O>C1(C)C=CC=CC=1>[OH:17][CH:15]1[CH2:14][CH2:13][CH:12]([CH2:11][O:10][S:7]([C:4]2[CH:3]=[CH:2][C:1]([CH3:18])=[CH:6][CH:5]=2)(=[O:9])=[O:8])[O:16]1

참가 물질

5

반응물 3

HCID 962WaterHCID 14487Diisobutylaluminum hydrideHCID 4609541(5-Oxotetrahydrofuran-2-yl)methyl 4-methylbenzenesulfonate

생성물 1

HCID 21255848HCID 21255848, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
-78 °C

실험 절차

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%).

후처리

  1. customwas brought to rt
  2. filtrationThe mixture was filtered through Celite
  3. customthe organic layer was collected
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-130f7161d5024503a220617a495fe875
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05789394

연결된 노트

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