Aluminium lithium hydride → (4-Methoxycyclohexyl)methanol

HRID 56895

Reaktionsgleichung

Reaktionsgleichung von HRID 56895
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][CH:9]1[CH2:14][CH2:13][CH:12]([C:15](OC)=[O:16])[CH2:11][CH2:10]1>C(OC)(C)(C)C>[CH3:7][O:8][CH:9]1[CH2:14][CH2:13][CH:12]([CH2:15][OH:16])[CH2:11][CH2:10]1

Komponenten

4

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

13.7 ml (27.5 mmol) of lithium aluminium hydride solution (2M in THF) was diluted with 82 ml of methyl tert-butyl ether, and a solution of 4.30 g (25.0 mmol) of methyl 4-methoxycyclohexanecarboxylate (cis/trans isomer mixture) in 82 ml of methyl tert-butyl ether was then added dropwise. The reaction solution was stirred at 40° C. for another 6 h and the reaction was then terminated by addition of 10 ml of water and 10 ml of aqueous 10% strength potassium hydroxide solution. The organic phase was decanted, dried over sodium sulphate and filtered, and the solvent was removed under reduced pressure. Yield: 3.24 g (90% of theory)

Aufarbeitung

  1. customthe reaction was then terminated by addition of 10 ml of water and 10 ml of aqueous 10% strength potassium hydroxide solution
  2. customThe organic phase was decanted
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0d53564daaef4c0d8e03d5230a61a068
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434690B2

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