Isopropanol → 4-Bromo-3-chloro-3,4,4-trifluorobutanoic acid

HRID 945

Reaktionsgleichung

Reaktionsgleichung von HRID 945
[Br:1][C:2]([F:10])([F:9])[C:3]([Cl:8])([F:7])[CH2:4][CH2:5][OH:6].CC(C)=[O:13].OS(O)(=O)=O.O=[Cr](=O)=O.C(O)(C)C>CC(C)=O.C(Cl)Cl>[Br:1][C:2]([F:10])([F:9])[C:3]([Cl:8])([F:7])[CH2:4][C:5]([OH:13])=[O:6]

Komponenten

6

Versuchsvorschrift

A solution of 4-bromo-3-chloro-3,4,4-trifluorobutanol (IX) (2.41 g, 10 mmol) in acetone (35 mL) was treated with Jones reagent (7.5 mL) in 10 min with stirring and cooling (ice-water bath). The mixture was then stirred at room temperature for 30 min and 0.5 mL of i-propanol was then added. The precipitated salts were removed by filtration, washed with acetone. The residue obtained after concentration of the flitrate was dissolved in methylene chloride (100 mL), washed with 1N HCl (50 mL), brine, and dried over anhydrous magnesinm sulfate. Evaporation of the solvent gave 2.17 g (85%) of 4-bromo-3-chloro-3,4,4-trifluorobutanoic acid (VIII) as a clear oil.

Aufarbeitung

  1. stirringThe mixture was then stirred at room temperature for 30 min
  2. customThe precipitated salts were removed by filtration
  3. washwashed with acetone
  4. customThe residue obtained after concentration of the flitrate
  5. washwashed with 1N HCl (50 mL), brine
  6. dry with materialdried over anhydrous magnesinm sulfate
  7. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-cc001eb75d5743259d85df36a16ea38b
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723470

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