HCID 178418361, compound → HCID 178450440, compound

HRID 1764996Notes

Reaction equation

HRID 1764996 reaction equation
[OH:1][CH:2]([CH2:29][CH2:30][CH3:31])[C:3]#[C:4][C:5]1[C:6]([F:28])=[C:7]([F:27])[C:8]([F:26])=[C:9]([C@H:11]2[CH2:16][CH2:15][C@H:14]([C@H:17]3[CH2:22][CH2:21][C@H:20]([CH2:23][CH2:24][CH3:25])[CH2:19][CH2:18]3)[CH2:13][CH2:12]2)[CH:10]=1.[H][H]>[C].[Pd].C(O)C>[OH:1][CH:2]([CH2:29][CH2:30][CH3:31])[CH2:3][CH2:4][C:5]1[C:6]([F:28])=[C:7]([F:27])[C:8]([F:26])=[C:9]([C@H:11]2[CH2:12][CH2:13][C@H:14]([C@H:17]3[CH2:22][CH2:21][C@H:20]([CH2:23][CH2:24][CH3:25])[CH2:19][CH2:18]3)[CH2:15][CH2:16]2)[CH:10]=1

Participants

5

Reactant 2

HCID 178418361HCID 178418361, compoundHCID 178450439HCID 178450439, compound

Product 1

HCID 178450440HCID 178450440, compoundYield 49.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To 20 g of 5-(3-hydroxy-1-hexynyl)-2,3,4-trifluoro-1-[trans-4-(trans-4-propylcyclohexyl) cyclohexyl]benzene which was dissolved into 80 mL of ethanol, 2 g of 5% palladium carbon (50% in water) was added, stirred for 6 hours at a hydrogen pressure of 0.5 MPa, and was then left to stand overnight. After palladium carbon was removed by filtration, the solvent was evaporated under a reduced pressure to obtain 10 g of 5-(3-hydroxy-1-hexyl)-2,3,4-trifluoro-1-[trans-4-(trans-4-propylcyclohexyl)cyclohexyl]benzene.

Workup

  1. additionwas added
  2. waitwas then left
  3. customAfter palladium carbon was removed by filtration
  4. customthe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-63636b5d3b7a4c288b0a7c97eb800f5d
Source dataset
uspto-grants-2007_06
Patent number
US07226644B2

Reaction notes

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