Triacetoxyperiodinane → 4-(Trifluoromethyl)cyclohexanone

HRID 1361290Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1361290
[F:1][C:2]([F:11])([F:10])[CH:3]1[CH2:8][CH2:7][CH:6]([OH:9])[CH2:5][CH2:4]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[F:1][C:2]([F:10])([F:11])[CH:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1

Komponenten

4

Edukt 2

HCID 159087TriacetoxyperiodinaneHCID 27797654-(Trifluoromethyl)cyclohexan-1-ol

Produkt 1

HCID 27774914-(Trifluoromethyl)cyclohexanoneAusbeute 94,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-Trifluoromethylcyclohexanol (4.5 g, 26.7 mmol) in DCM (100 ml) was added Dess-Martin periodinane (13.6 g, 32 mmol), and stirred at rt for 2 h. After the reaction finished, the reaction mixture was concentrated in vacuo, sodium thiosulfate aqueous solution and diethylether were added and stirred at rt for 30 min, and extracted with diethylether. The organic layer was dried over MgSO4, concentrated in vacuo at rt to give the title compound (4.2 g, 94.6%).

Aufarbeitung

  1. concentrationthe reaction mixture was concentrated in vacuo, sodium thiosulfate aqueous solution and diethylether
  2. additionwere added
  3. stirringstirred at rt for 30 min
  4. extractionextracted with diethylether
  5. dry with materialThe organic layer was dried over MgSO4
  6. concentrationconcentrated in vacuo at rt

Quellen und Nachweise

ORD-Eintrag
ord-9a2d600bc0624045b5fc87d95f3ff87c
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879852B2

Notizen zur Reaktion

Wird geladen…