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

HRID 1364478

Reaktionsgleichung

Reaktionsgleichung von HRID 1364478
[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-ae76971e3ad2476e84f830fd308ddf1a
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07888366B2

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