Isopropanol → HCID 54040220, compound

HRID 1419813Notes

Reaction equation

HRID 1419813 reaction equation
[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[CH3:12][C:13]1([CH:19]2[CH2:24][CH2:23][CH:22]([OH:25])[CH2:21][CH2:20]2)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.C(O)(C)C>S(=O)(=O)(O)O.O.CC(C)=O>[CH3:12][C:13]1([CH:19]2[CH2:24][CH2:23][C:22](=[O:25])[CH2:21][CH2:20]2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

7

Reactant 3

HCID 3776IsopropanolHCID 25408Sodium DichromateHCID 53829388HCID 53829388, compound

Product 1

HCID 54040220HCID 54040220, compound

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

A solution of 23 g of sodium dichromate in a mixture of 19 ml of concentrated sulfuric acid and 65 ml of water was added dropwise at from 15° to 20° C. to a solution of from 45.8 g (0.23 mol) of 4-(1-methylcyclohexyl)cyclohexanol in 900 ml of acetone. The mixture was stirred at room temperature for one hour, 150 ml of isopropanol were added, stirring was continued for 15 minutes, and the inorganic material was filtered off with suction. The filtrate was brought to a pH of from 6.5 to 7 with solid sodium bicarbonate and then the mixture was filtered again. The filtrate was concentrated, the residue was taken up in toluene/water, and the organic phase was dried and concentrated.

Workup

  1. stirringstirring
  2. waitwas continued for 15 minutes
  3. filtrationthe inorganic material was filtered off with suction
  4. filtrationthe mixture was filtered again
  5. concentrationThe filtrate was concentrated
  6. customthe organic phase was dried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-e32df8a3461748efb1bce28970e76ab4
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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