Water → HCID 67133306, compound

HRID 1295607Notes

Reaction equation

HRID 1295607 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[CH:9]([CH3:11])[CH3:10])=[C:4]([C:13]([F:16])([F:15])[F:14])[CH:3]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]([CH3:11])[CH3:10])=[C:4]([C:13]([F:14])([F:15])[F:16])[CH:3]=1

Participants

5

Reactant 3

HCID 962Water3×HCID 521998p-Toluenesulfonic acid monohydrateHCID 67133700HCID 67133700, compound

Product 1

HCID 67133306HCID 67133306, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

8.00 g (42 mmol) 1-(4-chloro-2-trifluoromethyl-phenyl)-2-methyl-propan-1-ol and 2.5 g p-toluenesulphonic acid monohydrate in 200 mL toluene are refluxed overnight, while the water formed is captured using a water separator. The reaction mixture is left to cool, combined with water and the organic phase is separated off. It is extracted with toluene and the organic phases are combined and evaporated down. The residue is added to a short silica gel column and eluted with hexane. Colourless oil.

Workup

  1. customformed
  2. waitThe reaction mixture is left
  3. temperatureto cool
  4. customthe organic phase is separated off
  5. extractionIt is extracted with toluene
  6. customevaporated down
  7. additionThe residue is added to a short silica gel column
  8. washeluted with hexane

Sources & evidence

ORD record
ord-2f14f7a607cd41a89cf8985ff549f641
Source dataset
uspto-grants-2007_07
Patent number
US07244728B2

Reaction notes

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