Water → HCID 21252689, compound

HRID 1530800Notes

Reaction equation

HRID 1530800 reaction equation
[F:1][C:2]([F:13])([F:12])[CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]1.O.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.C(=O)([O-])O.[Na+]>CC(C)=O.C(O)(C)C>[F:1][C:2]([F:12])([F:13])[CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]1

Participants

7

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 21252690HCID 21252690, compoundHCID 131709961Jones' reagent

Product 1

HCID 21252689HCID 21252689, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3776IsopropanolSolvent

Procedure

35.6 g of 4-(3,3,3-trifluoropropyl)cyclohexanol were dissolved in 600 ml of acetone and 37 ml of water and mixed with 69 ml of Jones reagent. The mixture was stirred at room temperature for 24 h, mixed with 9 ml of isopropanol and 24 g of sodium hydrogen carbonate, the precipitate was filtered off and the residue was taken up in saturated aqueous sodium chloride. The mixture was extracted with ether and the combined ether phases were washed with water, dried and concentrated. Chromatography over silica gel (petroleum ether/ethyl acetate=3:1) gave the title product as a colourless oil.

Workup

  1. filtrationthe precipitate was filtered off
  2. extractionThe mixture was extracted with ether
  3. washthe combined ether phases were washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-92ab901a5dbc4df1b779a4bcb638b5bc
Source dataset
uspto-grants-2001_03
Patent number
US06197729B1

Reaction notes

Loading…