4-(2-Hydroxy-1,1,1-trifluoro-2-propyl)phenol benzyl ether → 4-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)phenol

HRID 1419795Notes

Reaction equation

HRID 1419795 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([OH:21])([CH3:20])[C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)(=O)C.[Pd]>[OH:21][C:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=1)([CH3:20])[C:16]([F:18])([F:19])[F:17]

Participants

4

Reactant 1

HCID 570174464-(2-Hydroxy-1,1,1-trifluoro-2-propyl)phenol benzyl ether

Product 1

HCID 544399464-(1,1,1-Trifluoro-2-hydroxypropan-2-yl)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

31.3 g (0.106 mol) of 4-(2-hydroxy-1,1,1-trifluoro-2-propyl)phenol benzyl ether were hydrogenated in 380 ml of glacial acetic acid in the presence of 6.3 g of palladium (5% on charcoal) at 50° C. After filtration to remove the catalyst and concentration, 18.9 g (87% of theory) remained of a colorless product.

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. concentrationthe catalyst and concentration, 18.9 g (87% of theory)

Sources & evidence

ORD record
ord-9909e7d2c8354965856a6d8e6f5d6913
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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