HCID 178439190, compound → HCID 178439191, compound

HRID 1779984Notes

Reaction equation

HRID 1779984 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:17]([CH3:26])=[CH:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)([OH:16])[CH2:10][C:11]1[N:12]=[N:13][NH:14][CH:15]=1>C(O)(=O)C.[Pd].[C]>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:16])([CH:17]([CH3:26])[CH2:18][C:19]1[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=1)[CH2:10][C:11]1[N:12]=[N:13][NH:14][CH:15]=1

Participants

4

Reactant 1

HCID 178439190HCID 178439190, compound

Product 1

HCID 178439191HCID 178439191, compoundYield 48%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent2×

Procedure

A 0.3 g portion of 2-(2,4-difluorophenyl)-2-[1-methyl-2-(4-fluorophenyl)-ethenyl]-1-triazolyl-2-ethanol was dissolved in 20 ml of acetic acid and subjected to 4 hours of hydrogenation under normal pressure in the presence of 0.02 g 10% Pd-carbon. After completion of the reaction, acetic acid was removed by evaporation under a reduced pressure, and the thus obtained residue was poured into water, neutralized with sodium bicarbonate and then extracted with ethyl acetate. The resulting organic layer was washed with water and dried on anhydrous magnesium sulfate. After removing the solvent by evaporation under a reduced pressure, the resulting residue was purified by a silica gel column chromatography to obtain 0.15 g of 2-(2,4-difluorophenyl)-1-triazolyl-3-methyl-4-(4-fluorophenyl)-2-butanol with a yield of 48%.

Workup

  1. customwas removed by evaporation under a reduced pressure
  2. additionthe thus obtained residue was poured into water
  3. extractionextracted with ethyl acetate
  4. washThe resulting organic layer was washed with water
  5. dry with materialdried on anhydrous magnesium sulfate
  6. customAfter removing the solvent
  7. customby evaporation under a reduced pressure
  8. customthe resulting residue was purified by a silica gel column chromatography

Sources & evidence

ORD record
ord-a36fe6f9bcdc4a59a6150ce0a755a0d6
Source dataset
uspto-grants-1997_05
Patent number
US05629332

Reaction notes

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