HCID 14548487, compound → HCID 178444333, compound

HRID 248772Notes

Reaction equation

HRID 248772 reaction equation
[CH2:1]([CH:6]1[CH2:11][CH2:10][C:9]([C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[C:14]([F:20])[C:13]=2[F:21])=[CH:8][CH2:7]1)[CH2:2][CH2:3][CH2:4][CH3:5]>[Pd].C1(C)C=CC=CC=1>[CH2:1]([C@H:6]1[CH2:7][CH2:8][C@H:9]([C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[C:14]([F:20])[C:13]=2[F:21])[CH2:10][CH2:11]1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 1

HCID 14548487HCID 14548487, compound

Product 1

HCID 178444333HCID 178444333, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 0.1 mol of 4-(4-pentylcyclohex-1-enyl)-2,3-difluorobenzonitrile (prepared according to Example 1a)-1c)), 1.0 g of palladium/active carbon (1%) and 150 ml of toluene is hydrogenated to saturation at room temperature. After filtering and removing the solvent, the residue is dissolved in 150 ml of dimethyl sulfoxide, 12 g of potassium tert.-butoxide are added and the mixture is stirred at room temperature for 2 hours. Acidifying and customary working up gives 4-(trans-4-pentylcyclohexyl)-2,3-difluorobenzonitrile.

Workup

  1. customis hydrogenated to saturation at room temperature
  2. filtrationAfter filtering
  3. customremoving the solvent
  4. dissolutionthe residue is dissolved in 150 ml of dimethyl sulfoxide
  5. addition12 g of potassium tert.-butoxide are added

Sources & evidence

ORD record
ord-59430d2530364b0da073f9f24f99ba0b
Source dataset
uspto-grants-1993_05
Patent number
US05211878

Reaction notes

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