HCID 178448033, compound → HCID 178448034, compound

HRID 2291454Notes

Reaction equation

HRID 2291454 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH:16]=[CH:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=3)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]>C(OCC)(=O)C.[Pd]>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[C:20]([F:25])[CH:19]=3)[CH2:12][CH2:11]2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 178448033HCID 178448033, compound

Product 1

HCID 178448034HCID 178448034, compoundYield 79.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Next, the above 2-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]-1-(3,4-difluorophenyl)ethene (10 g ) was dissolved in ethyl acetate (100 ml), followed by subjecting the solution to catalytic hydrogenation at 20° C. by means of 5%-Pd/C catalyst (0.5 g) till absorption of hydrogen ceased, removing the catalyst after completion of the reaction, distilling off ethyl acetate and recrystallizing a remaining oily substance from ethanol to obtain the objective 2-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]-1-(3,4-difluorophenyl)ethane (8 g). This product had a broad mesomorphic range, and C-S point: 18.4° C., S-N point: 49.5° C. and N-I point: 118.3° C.

Workup

  1. customat 20° C.
  2. customtill absorption of hydrogen
  3. customremoving the catalyst
  4. customafter completion of the reaction
  5. distillationdistilling off ethyl acetate
  6. customrecrystallizing a remaining oily substance from ethanol

Sources & evidence

ORD record
ord-1d6ea5501c324895879f32e23179d28e
Source dataset
uspto-grants-1989_01
Patent number
US04797228

Reaction notes

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