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

HRID 1364465Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1364465
[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

Reaktionsbedingungen

Temperatur
0 °C

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 cooled (0° C.), 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. customquenched with sat. ammonium chloride solution
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-103ede0fbc534f30a4002d2d742b0de8
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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