Water → 5-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

HRID 69502

Reaktionsgleichung

Reaktionsgleichung von HRID 69502
[OH:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2.[O:12]1[CH2:16][CH2:15][CH2:14][C@@H:13]1[CH2:17]OS(C)(=O)=O.O>CN(C=O)C>[O:12]1[CH2:16][CH2:15][CH2:14][C@@H:13]1[CH2:17][O:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH2:6][CH2:5]2

Komponenten

5

Edukt 3

HCID 962WaterHCID 2331475-Hydroxy-1-indanoneHCID 18649742HCID 18649742, Verbindung

Produkt 1

HCID 689893065-[(R)-1-(tetrahydrofuran-2-yl)methoxy]-indan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 5-hydroxyindanone (80 mg) and methanesulfonic acid (R)-1-(tetrahydrofuran-2-yl)methyl ester (107 mg) in DMF (1 mL) was stirred at 70° C. for 16 h. After adding water it was extracted with ether, dried over magnesium sulfate and concentrated. The residue was chromatographed on silica gel. In this way the product was obtained with molecular weight 232.28 (C14H16O3); MS (ESI): 233 (M+H+).

Aufarbeitung

  1. extractionwas extracted with ether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe residue was chromatographed on silica gel
  5. customIn this way the product was obtained with molecular weight 232.28 (C14H16O3)

Quellen und Nachweise

ORD-Eintrag
ord-7f3e6357e7c0499d9f9a3072dd89921e
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822495B2

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