Water → 2,2-Dimethyl-3-(2-hydroxyethyl)-chroman

HRID 1196047Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1196047
C([O:3][C:4]([CH2:6][CH:7]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[O:9][C:8]1([CH3:18])[CH3:17])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH3:17][C:8]1([CH3:18])[CH:7]([CH2:6][CH2:4][OH:3])[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[O:9]1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 537278303-Ethoxycarbonylmethyl-2,2-dimethyl-chroman

Produkt 1

HCID 545643192,2-Dimethyl-3-(2-hydroxyethyl)-chroman

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

While cooling with ice, a solution of 50 g (0.2 mol) of 3-ethoxycarbonylmethyl-2,2-dimethyl-chroman in 250 ml of absolute diethyl ether is added dropwise within a period of 1 hour to a suspension of 7.6 g (0.2 mol) of lithium aluminium hydride in 200 ml of absolute diethyl ether. The reaction mixture is then stirred for 3 hours at room temperature and then carefully decomposed with 7.5 ml of water, 7.5 ml of sodium hydroxide solution (15%) and 23 ml of water. The resulting precipitate is filtered off. The filtrate is dried over sodium sulfate and concentrated by evaporation in vacuo, yielding 39.5 g (95% of the theoretical yield) of 2,2-dimethyl-3-(2-hydroxyethyl)-chroman in the form of a colourless oil.

Aufarbeitung

  1. temperatureWhile cooling with ice
  2. filtrationThe resulting precipitate is filtered off
  3. dry with materialThe filtrate is dried over sodium sulfate
  4. concentrationconcentrated by evaporation in vacuo
  5. customyielding 39.5 g (95% of the

Quellen und Nachweise

ORD-Eintrag
ord-aa3d1f60c9524829acff434ed380c861
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05112855

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