D-Pantolactone → (R)-3,3-dimethylbutane-1,2,4-triol

HRID 1643418

Reaktionsgleichung

Reaktionsgleichung von HRID 1643418
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1([CH3:15])[C@@H:13]([OH:14])[C:11](=[O:12])[O:10][CH2:9]1>C1COCC1>[CH3:7][C:8]([CH3:15])([CH2:9][OH:10])[C@@H:13]([OH:14])[CH2:11][OH:12]

Komponenten

4

Versuchsvorschrift

To a stirred suspension of lithium aluminium hydride (3.00 g, 79.1 mmol) in dry THF (100 mL) at 0° C. was added a solution of (R)-pantolactone (10.30 g, 79.14 mmol) in THF (100 mL). The mixture was stirred overnight at room temperature and was then heated to reflux for a further 2 h. The mixture was cooled to 0° C. and the reaction was quenched with saturated aqueous Na2SO4 until a white solid precipitated. The solid was filtered off, the filter cake was washed with THF (2×60 mL) and the filtrate was concentrated under reduced pressure to give the title compound as a pure colorless oil.

Aufarbeitung

  1. temperaturewas then heated
  2. temperatureto reflux for a further 2 h
  3. temperatureThe mixture was cooled to 0° C.
  4. customthe reaction was quenched with saturated aqueous Na2SO4 until a white solid
  5. customprecipitated
  6. filtrationThe solid was filtered off
  7. washthe filter cake was washed with THF (2×60 mL)
  8. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-dd6036040f93487aa0036fabe3c69aef
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08119806B2

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