Water → 1H-Inden-1-one, 4-bromo-2,3-dihydro-5-(trifluoromethyl)-

HRID 2406509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2406509
[Br:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:12][CH2:13][C:14]([OH:16])=O.O>FC(F)(F)S(O)(=O)=O>[Br:1][C:2]1[C:7]([C:8]([F:9])([F:10])[F:11])=[CH:6][CH:5]=[C:4]2[C:3]=1[CH2:12][CH2:13][C:14]2=[O:16]

Komponenten

4

Edukt 2

HCID 962WaterHCID 53808869Benzenepropanoic acid, 2-bromo-3-(trifluoromethyl)-

Produkt 1

HCID 867007731H-Inden-1-one, 4-bromo-2,3-dihydro-5-(trifluoromethyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 62406Trifluoromethanesulfonic acidLösungsmittel

Versuchsvorschrift

3-(2-Bromo-3-trifluoromethyl-phenyl)-propionic acid (3.25 g) in trifluoromethane-sulfonic acid (30 ml) is stirred at 75° C. for 2.5 h. After cooling to room temperature, the mixture is poured into water and the resulting mixture is extracted with ethyl acetate. The combined organic extract is washed with aqueous NaHCO3 solution, dried (Na2SO4), and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 90:10→80:20) to afford the title compound. LC (method 5): tR=0.90 min.

Aufarbeitung

  1. extractionthe resulting mixture is extracted with ethyl acetate
  2. extractionThe combined organic extract
  3. washis washed with aqueous NaHCO3 solution
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 90:10→80:20)

Quellen und Nachweise

ORD-Eintrag
ord-03cd12b569d944b895e291befb69779e
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809376B2

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