Water → 4'-Chloro-3'-fluoroacetophenone

HRID 1744877Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1744877
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:10])[CH3:9])=[CH:4][C:3]=1[F:11].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[F:11]

Komponenten

5

Edukt 3

HCID 962WaterHCID 159087TriacetoxyperiodinaneHCID 219347441-(4-Chloro-3-fluorophenyl)ethan-1-ol

Produkt 1

HCID 38220774'-Chloro-3'-fluoroacetophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of the above alcohol (1 eq) in CH2Cl2 (0.3M) at rt was added Dess-Martin periodinane (1.5 eq). The reaction mixture was stirred for 45 minutes at rt and H2O (10 eq) was added. The mixture was stirred for 30 minutes and filtered through silica gel pad eluted with 30% EtOAc/hexane and concentrated. The residue was purified by flash chromatography on silica gel eluted with 20% EtOAc/hexane to give the title compound.

Aufarbeitung

  1. stirringThe mixture was stirred for 30 minutes
  2. filtrationfiltered through silica gel pad
  3. washeluted with 30% EtOAc/hexane
  4. concentrationconcentrated
  5. customThe residue was purified by flash chromatography on silica gel
  6. washeluted with 20% EtOAc/hexane

Quellen und Nachweise

ORD-Eintrag
ord-4e7cce125c6c432691ba44b5cc249218
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07019022B2

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