4-Fluoro-7-hydroxy-2,3-dihydro-1H-inden-1-one → 7-Fluoro-2,3-dihydro-1H-inden-4-ol

HRID 440832Notes

Reaction equation

HRID 440832 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=O.[H][H]>C(O)(=O)C.[Pd]>[F:1][C:2]1[C:3]2[CH2:4][CH2:5][CH2:6][C:7]=2[C:8]([OH:11])=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 152684884-Fluoro-7-hydroxy-2,3-dihydro-1H-inden-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 153420727-Fluoro-2,3-dihydro-1H-inden-4-olYield 85.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

4-Fluoro-7-hydroxy-1-indanone (1.0 g) was dissolved in acetic acid (15 ml) and the solution was stirred with 10% palladium-on-carbon (0.5 g) in a hydrogen atmosphere at atmospheric pressure for 12 hours. The catalyst used was removed by filtration using Celite, and the filtrate was concentrated to give 7-fluoro-4-indanol (0.783 g).

Workup

  1. customThe catalyst used was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-1433119f3f554d5298479c0d5ec5fd42
Source dataset
uspto-grants-1996_05
Patent number
US05521180

Reaction notes

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