Water → 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one

HRID 1887542노트

반응식

HRID 1887542 반응식
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][O:7]S(C)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].O[C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[C:25](=[O:29])[O:24][CH:23]=[CH:22]2.O>CN(C=O)C>[O:1]1[CH2:5][CH2:4][CH2:3][C@@H:2]1[CH2:6][O:7][C:19]1[CH:20]=[C:21]2[C:26](=[CH:27][CH:28]=1)[C:25](=[O:29])[O:24][CH:23]=[CH:22]2

참가 물질

6

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 266119(Tetrahydrofuran-2-yl)methyl methanesulfonateHCID 668796996-Hydroxyisochromen-1-one

생성물 1

HCID 668789366-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

Methanesulfonic acid tetrahydrofuran-2-ylmethyl ester (2.7 g) and cesium carbonate (12 g) were added to a solution of 6-hydroxyisochromen-1-one (2 g) in DMF (50 mL) and the mixture was stirred at 80° C. for 7 h. After addition of water, the mixture was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The product with the molecular weight of 246.27 (C14H14O4) was obtained in this way; MS (ESI): 247 (M+H+). 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one was synthesized analogously.

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe product with the molecular weight of 246.27 (C14H14O4) was obtained in this way

출처 및 근거

ORD 기록
ord-79b0d73904a642d8a184a9388cbecde8
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501771B2

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