4-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanol → 4-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanone

HRID 1530818Notes

Reaction equation

HRID 1530818 reaction equation
[OH:1][CH:2]([CH:7]1[CH2:12][CH2:11][CH:10]([OH:13])[CH2:9][CH2:8]1)[C:3]([F:6])([F:5])[F:4].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[OH:1][CH:2]([CH:7]1[CH2:12][CH2:11][C:10](=[O:13])[CH2:9][CH2:8]1)[C:3]([F:5])([F:6])[F:4]

Participants

4

Reactant 2

HCID 212526594-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanolHCID 178418287HCID 178418287, compound

Product 1

HCID 212527094-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, 56.2 g (284 mmol) of 4-(1-hydroxy-2,2,2-trifluoroethyl)cyclohexanol and 91.7 g of pyridinium chlorochromate were stirred in 1 l of dichloromethane for 8 hours. The solvent was removed under reduced pressure and the residue was purified by filtration through silica gel (heptane/ethyl acetate 1:1), to give the title product as a colourless oil.

Workup

  1. customThe solvent was removed under reduced pressure
  2. filtrationthe residue was purified by filtration through silica gel (heptane/ethyl acetate 1:1)

Sources & evidence

ORD record
ord-281653fb82cd45b7b485a4d99f436db2
Source dataset
uspto-grants-2001_03
Patent number
US06197729B1

Reaction notes

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