1,1-Ethylenedioxy-4-(3,4',5'-trifluorophenyl)-3-cyclohexen → 1,1-Ethylenedioxy4-(3',4',5'-trifluorophenyl)-cyclohexane

HRID 1769573Notes

Reaction equation

HRID 1769573 reaction equation
[CH2:1]1[CH2:19][O:18][C:3]2([CH2:8][CH2:7][C:6]([C:9]3[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[CH:10]=3)=[CH:5][CH2:4]2)[O:2]1.[H][H]>C(O)C.[Pd]>[CH2:19]1[CH2:1][O:2][C:3]2([CH2:4][CH2:5][CH:6]([C:9]3[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]([F:17])[CH:10]=3)[CH2:7][CH2:8]2)[O:18]1

Participants

5

Reactant 2

HCID 572149021,1-Ethylenedioxy-4-(3,4',5'-trifluorophenyl)-3-cyclohexenHCID 178418361HCID 178418361, compound

Product 1

HCID 867484001,1-Ethylenedioxy4-(3',4',5'-trifluorophenyl)-cyclohexaneYield 94.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1,1-Ethylenedioxy-4-(3,4',5'-trifluorophenyl)-3-cyclohexen (100 g) was dissolved in ethanol (1 l), followed by adding Pd/C (5%) (40 g), stirring the mixture in a hydrogen gas atmosphere to carry out a catalytic reduction, filtering off the catalyst after the reaction, and distilling off the organic layer under reduced pressure, to obtain 1,1-ethylenedioxy4-(3',4',5'-trifluorophenyl)-cyclohexane (95 g).

Workup

  1. filtrationfiltering off the catalyst
  2. customafter the reaction
  3. distillationdistilling off the organic layer under reduced pressure

Sources & evidence

ORD record
ord-26e54719b127415fb91831dd7ea06e5c
Source dataset
uspto-grants-1995_01
Patent number
US05382379

Reaction notes

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