Hydrochloric Acid → 2,4-DI-Tert-butylcyclohexanol

HRID 1883720

Reaktionsgleichung

Reaktionsgleichung von HRID 1883720
[C:1]([CH:5]1[CH2:10][CH:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:8][CH2:7][C:6]1=[O:15])([CH3:4])([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>CCOCC>[C:1]([CH:5]1[CH2:10][CH:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:8][CH2:7][CH:6]1[OH:15])([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 114442Cyclohexanone, 2,4-bis(1,1-dimethylethyl)-HCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5460322,4-DI-Tert-butylcyclohexanolAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

380 g of 2,4-di-tert-butylcyclohexanone (mixed isomers) in 200 ml of ether are added dropwise with vigorous stirring to a suspension of 34.3 g (903 mmol) of lithium aluminium hydride in 1800 ml of ether over 4 hours, and the batch is subsequently stirred at 23° C. for 1 hour and admixed with 500 ml of 5% hydrochloric acid by vigorous stirring. The organic phase is separated off and washed twice with 250 ml of water each time. The organic phase is dried over MgSO4, evaporated and dried under reduced pressure to leave 337.80 g (88% of theory) of 2,4-di-tert-butylcyclohexanol (mixed isomers) as colourless wax.

Aufarbeitung

  1. customThe organic phase is separated off
  2. washwashed twice with 250 ml of water each time
  3. dry with materialThe organic phase is dried over MgSO4
  4. customevaporated
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f705b2e61bd141ee936bd9583b9a7ea4
Quelldatensatz
uspto-grants-2004_07
Patentnummer
US06762224B2

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