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

HRID 1364466

Reaktionsgleichung

Reaktionsgleichung von HRID 1364466
[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-8579c96a205d49478389a5db17e9828f
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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