p-Toluenesulfonic acid monohydrate → HCID 57052782, compound

HRID 1769575Notes

Reaction equation

HRID 1769575 reaction equation
[CH2:1]1[CH2:23][O:22][C:3]2([CH2:8][CH2:7][C:6](O)([C:9]3[CH:14]=[C:13]([F:15])[C:12]([C:16]([F:19])([F:18])[F:17])=[C:11]([F:20])[CH:10]=3)[CH2:5][CH2:4]2)[O:2]1.CC1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:23]1[CH2:1][O:2][C:3]2([CH2:8][CH2:7][C:6]([C:9]3[CH:14]=[C:13]([F:15])[C:12]([C:16]([F:17])([F:18])[F:19])=[C:11]([F:20])[CH:10]=3)=[CH:5][CH2:4]2)[O:22]1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86748401HCID 86748401, compound

Product 1

HCID 57052782HCID 57052782, compoundYield 79.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1,1-Ethylenedioxy-4-hydroxy-4-(3',5'-difluoro-4'-trifluoromethylphenyl)cyclohexane (23 g) was dissolved in toluene (200 ml), followed by adding p-toluenesulfonic acidmonohydrate (5 g) to the solution, stirring the mixture under reflux for one hour, allowing the mixture to cool down, washing the reaction solution with water (200 ml), drying the organic layer over anhydrous MgSO4, and distilling off the solvent, to obtain 1,1-ethylenedioxy-4-(3',5'-difluoro-4'-trifluoromethylphenyl)-3-cyclohexene (17.3 g).

Workup

  1. temperatureunder reflux for one hour
  2. temperatureto cool down
  3. washwashing the reaction solution with water (200 ml)
  4. dry with materialdrying the organic layer over anhydrous MgSO4
  5. distillationdistilling off the solvent

Sources & evidence

ORD record
ord-8cc23c3fd6da43c1adb4b3d466682478
Source dataset
uspto-grants-1995_01
Patent number
US05382379

Reaction notes

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