HCID 19010782, compound → HCID 19010799, compound

HRID 1741840Notes

Reaction equation

HRID 1741840 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]([OH:17])[CH2:13][CH2:14][CH2:15][CH3:16])[CH:5]=[CH:6][C:7]=1[CH:8]=[C:9]([CH3:11])[CH3:10]>[Pd].CO>[F:1][C:2]1[CH:3]=[C:4]([CH:12]([OH:17])[CH2:13][CH2:14][CH2:15][CH3:16])[CH:5]=[CH:6][C:7]=1[CH2:8][CH:9]([CH3:10])[CH3:11]

Participants

4

Reactant 1

HCID 19010782HCID 19010782, compound

Product 1

HCID 19010799HCID 19010799, compoundYield 55.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1-[3-fluoro-4-(2-methyl-1-propenyl)phenyl]pentanol (300 mg) and 10% palladium on carbon (90 mg) in methanol (10 ml) was stirred under hydrogen atmosphere for 30 minutes at room temperature. Catalyst was removed by filtration and the solvent was evaporated. The residue was chromatographed on silica gel column eluting with a mixture of hexane and ethyl acetate (85:15) to give 1-(3-fluoro-4-isobutylphenyl)pentanol (167 mg) as an oil.

Workup

  1. customCatalyst was removed by filtration
  2. customthe solvent was evaporated
  3. customThe residue was chromatographed on silica gel column
  4. washeluting with a mixture of hexane and ethyl acetate (85:15)

Sources & evidence

ORD record
ord-d5e5b480b72b41f2a7aba352fce9a080
Source dataset
uspto-grants-1994_08
Patent number
US05334716

Reaction notes

Loading…