4-Fluoromandelic acid → 1-(4-Fluorophenyl)ethane-1,2-diol

HRID 1364482Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1364482
[F:1][C:2]1[CH:12]=[CH:11][C:5]([CH:6]([OH:10])[C:7](O)=[O:8])=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([OH:10])[CH2:7][OH:8])=[CH:11][CH:12]=1

Komponenten

4

Edukt 2

HCID 980684-Fluoromandelic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 114125091-(4-Fluorophenyl)ethane-1,2-diolAusbeute 94,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-fluoromandelic acid (1.0 g, 5.88 mmol) in tetrahydrofuran was added lithium aluminum hydride (0.47 g, 12.34 mmol). The reaction mixture was refluxed for 1.5 hours. The reaction mixture was quenched with sat. ammonium chloride solution, filtered, concentrated to yield 0.87 g of 1-(4-fluorophenyl)ethane-1,2-diol.

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 1.5 hours
  2. customThe reaction mixture was quenched with sat. ammonium chloride solution
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7ed6ebe1518749a3827ce5862c546dec
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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