Water → 4,4-Diphenylbutan-1-ol

HRID 565650

Reaktionsgleichung

Reaktionsgleichung von HRID 565650
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH:13]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:14][CH2:15][C:16](O)=[O:17])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.O.[OH-].[Na+]>C(OCC)C>[C:19]1([CH:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:14][CH2:15][CH2:16][OH:17])[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 2743834,4-Diphenylbutanoic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 925194,4-Diphenylbutan-1-olAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

In 70 mL of ice-cooled diethyl ether was suspended 1.9 g of lithium aluminum hydride, followed by dropwise addition of a solution of 4,4-diphenylbutyric acid (6.0 g) in diethyl ether (50 mL). After completion of dropwise addition, the mixture was refluxed for 2 hours and, then, allowed to cool. To this reaction mixture, 1.9 mL of water, 1.9 mL of 15% aqueous sodium hydroxide, and 5.7 mL of water were added in the order mentioned and the mixture was stirred at room temperature for 30 minutes. The precipitate was filtered off and the filtrate was concentrated to provide 5.6 g of the title compound. Yield 99%.

Aufarbeitung

  1. additionAfter completion of dropwise addition
  2. temperaturethe mixture was refluxed for 2 hours
  3. temperatureto cool
  4. filtrationThe precipitate was filtered off
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-70974a9ac1214b46ae7221f29d3a0010
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06172085B2

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