Water → 6-[(S)-1-(tetrahydrofuran-2-yl)methoxy]isochromen-1-one

HRID 1913830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1913830
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH:6]=[CH:5]2.[O:13]1[CH2:17][CH2:16][CH2:15][C@H:14]1[CH2:18]OS(C)(=O)=O.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[O:13]1[CH2:17][CH2:16][CH2:15][C@H:14]1[CH2:18][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH:6]=[CH:5]2

Komponenten

6

Edukt 4

HCID 962WaterHCID 10796Cesium carbonateHCID 18649743(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonateHCID 668796996-Hydroxyisochromen-1-one

Produkt 1

HCID 668796906-[(S)-1-(tetrahydrofuran-2-yl)methoxy]isochromen-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 6-hydroxyisochromen-1-one (2 g) in DMF (50 ml) were added methanesulfonic acid (S)-1-(tetrahydrofuran-2-yl)methyl ester (2.7 g) and cesium carbonate (12 g), and the mixture was stirred at 80° C. for 7 hours. After water had been added, the mixture was extracted with dichloromethane. The organic phases were dried over magnesium sulfate and concentrated. The product was thus obtained with the molecular weight of 246.27 (C14H14O4); MS (ESI): 247 (M+H+).

Aufarbeitung

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialThe organic phases were dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe product was thus obtained with the molecular weight of 246.27 (C14H14O4)

Quellen und Nachweise

ORD-Eintrag
ord-845ddf2eb1354a338834718f55a67c95
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08609731B2

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