HCID 67809616, Verbindung → HCID 19389468, Verbindung

HRID 1757046Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1757046
[Si:1]([O:8][CH2:9][CH:10]1[O:15][C:14](=[O:16])[CH:13]=[C:12]([OH:17])[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)C>[Si:1]([O:8][CH2:9][CH:10]1[O:15][C:14](=[O:16])[CH2:13][CH:12]([OH:17])[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 67809616HCID 67809616, Verbindung

Produkt 1

HCID 19389468HCID 19389468, VerbindungAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

6-t-Butyldimethylsilyloxymethyl-5,6-dihydro-4-hydroxy pyran-2-one (26.3 parts) was dissolved in ethanol (500 parts) and heated to 45° C.-55° C. Raney nickel (6.6 parts) was washed caustic free with water and then water free with ethanol and added to the pyran-2-one solution under a blanket of nitrogen. Hydrogen was passed through the rapidly stirred mixture until the reaction was complete, as judged by GC analysis. The catalyst was filtered off and the solvent removed at 40° C./20 mm to leave 6-t-butyldimethylsilyloxymethyl-4-hydroxytetrahydro pyran-2-one (25.7 parts, 96%, cis/trans ratio 82/18) as a greenish oil which solidified on standing.

Aufarbeitung

  1. temperatureheated to 45° C.-55° C
  2. washRaney nickel (6.6 parts) was washed caustic free with water
  3. additionwater free with ethanol and added to the pyran-2-one solution under a blanket of nitrogen
  4. filtrationThe catalyst was filtered off
  5. customthe solvent removed at 40° C./20 mm

Quellen und Nachweise

ORD-Eintrag
ord-10fca33d8a424f7f8797511275ff703f
Quelldatensatz
uspto-grants-1995_08
Patentnummer
US05443970

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