4-(2,2,2-Trifluoro-1-hydroxyethyl)phenol → 4-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanol

HRID 1530817Notes

Reaction equation

HRID 1530817 reaction equation
[H][H].[OH:3][CH:4]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:5]([F:8])([F:7])[F:6]>C(O)(C)C.[Rh]>[OH:3][CH:4]([CH:9]1[CH2:14][CH2:13][CH:12]([OH:15])[CH2:11][CH2:10]1)[C:5]([F:6])([F:7])[F:8]

Participants

5

Reactant 2

HCID 112869774-(2,2,2-Trifluoro-1-hydroxyethyl)phenolHCID 178418361HCID 178418361, compound

Product 1

HCID 212526594-(1-Hydroxy-2,2,2-trifluoroethyl)cyclohexanol

Reagents, catalysts & solvents 2

HCID 23948RhodiumCatalystHCID 3776IsopropanolSolvent

Procedure

At 50° C. and a hydrogen pressure of 150 bar, 44.1 g of 4-(1-hydroxy-2,2,2-trifluoroethyl)phenol were hydrogenated in the presence of 3 g of rhodium (5% on carbon) in 500 ml of isopropanol. The catalyst was filtered off and the mixture was concentrated, to give the title product as a colourless oil.

Workup

  1. customAt 50° C.
  2. filtrationThe catalyst was filtered off
  3. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-45ef1fa7ac7e413a9fd67f9f07bc3831
Source dataset
uspto-grants-2001_03
Patent number
US06197729B1

Reaction notes

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