Water → 1-(4-Bromophenyl)-2,2,2-trifluoroethanol

HRID 2217280Notes

Reaction equation

HRID 2217280 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:13])[C:9]([F:12])([F:11])[F:10])=[CH:4][CH:3]=1.[BH4-].[Na+].O>CO>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:13])[C:9]([F:11])([F:12])[F:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6038664'-Bromo-2,2,2-trifluoroacetophenoneHCID 4311764Sodium borohydride

Product 1

HCID 112190241-(4-Bromophenyl)-2,2,2-trifluoroethanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a room temperature solution of commercial 4′-bromo-2,2,2-trifluoroacetophenone (100 mg) in 1.9 mL of methanol was added sodium borohydride (15 mg). The mixture was stirred at room temperature overnight. Water was added, extracted with methyl t-butyl ether (3×20 mL) washed with water and brine. It was dried with magnesium sulfate and the solvent removed under reduced pressure to yield the title compound and it was used as such for the next step.

Workup

  1. extractionextracted with methyl t-butyl ether (3×20 mL)
  2. washwashed with water and brine
  3. dry with materialIt was dried with magnesium sulfate
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-c22623f86c3a40a194e08ad0f7c71664
Source dataset
uspto-grants-2008_08
Patent number
US07407959B2

Reaction notes

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