4-(Trifluoromethyl)mandelic acid → 1-[4-(trifluoromethyl)phenyl]ethane-1,2-diol

HRID 2177056

Reaktionsgleichung

Reaktionsgleichung von HRID 2177056
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:13]=[CH:12][C:6]([CH:7]([OH:11])[C:8](O)=[O:9])=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:1][C:2]([F:14])([F:15])[C:3]1[CH:4]=[CH:5][C:6]([CH:7]([OH:11])[CH2:8][OH:9])=[CH:12][CH:13]=1

Komponenten

4

Edukt 2

HCID 1645934-(Trifluoromethyl)mandelic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 114811481-[4-(trifluoromethyl)phenyl]ethane-1,2-diolAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-trifluoromethylmandelic acid (1.0 g, 4.54 mmol) in tetrahydrofuran was added lithium aluminum hydride (0.36 g, 9.54 mmol). The reaction mixture was refluxed for 1.5 hours. The reaction mixture was quenched with sat. ammonium chloride solution, filtered, concentrated to yield 0.8 g of 1-(4-trifluoromethylphenyl)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-0384710f2a0a4d3c94d8d994b4e1caec
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09067897B2

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