HCID 21848317, compound → HCID 21848323, compound

HRID 618714Notes

Reaction equation

HRID 618714 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[C:3]=1[CH:10](O)[CH2:11][CH3:12]>C(O)C.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[C:3]=1[CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 1

HCID 21848317HCID 21848317, compound

Product 1

HCID 21848323HCID 21848323, compoundYield 79.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

500 mg of palladium-on-charcoal (10%) were added to a solution of 15 g (81.4 mmol) of 1-(2-fluoro-6-methoxy-phenyl)-propan-1-ol in 200 ml of ethanol and the mixture was hydrogenated at room temperature for 10 hours. The catalyst was filtered off over Dicalite and the filtrate was concentrated in a vacuum. The crude product obtained was purified by column chromatography on silica gel (dichloromethane/hexane 1:2). There were obtained 10.9 g (73%) of 1-fluoro-3-methoxy-2-propyl-benzene as a pale yellow oil.

Workup

  1. filtrationThe catalyst was filtered off over Dicalite
  2. concentrationthe filtrate was concentrated in a vacuum
  3. customThe crude product obtained
  4. customwas purified by column chromatography on silica gel (dichloromethane/hexane 1:2)

Sources & evidence

ORD record
ord-93704ffdb0c84c4abc4ec9a445235331
Source dataset
uspto-grants-1999_09
Patent number
US05955495

Reaction notes

Loading…