Potassium Carbonate → 2,2,2-Trifluoro-1-(4-(trifluoromethyl)phenyl)ethan-1-ol

HRID 1186327Notes

Reaction equation

HRID 1186327 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[F:19][C:20]([Si](C)(C)C)([F:22])[F:21]>CN(C)C=O>[F:1][C:2]([F:11])([F:12])[C:3]1[CH:10]=[CH:9][C:6]([CH:7]([OH:8])[C:20]([F:22])([F:21])[F:19])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 679964-(Trifluoromethyl)benzaldehydeHCID 552549(Trifluoromethyl)trimethylsilane

Product 1

HCID 113908862,2,2-Trifluoro-1-(4-(trifluoromethyl)phenyl)ethan-1-olYield 57.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 4-(trifluoromethyl)benzaldehyde (100 μL, 0.732 mmol), potassium carbonate (20.2 mg, 0.146 mmol), (trifluoromethyl)trimethylsilane (162 μL, 1.10 mmol) and N,N-dimethylformamide (2.0 mL), the mixture was stirred and reacted at room temperature for 1 hour. Then, purification by silica gel column chromatography (chloroform/methanol=9/1) was performed to give 1-(trifluoromethyl)-4-(2,2,2-trifluoro-1-hydroxyethyl)-benzene (Compound CF) (102 mg, yield: 57%).

Workup

  1. customreacted at room temperature for 1 hour
  2. customThen, purification by silica gel column chromatography (chloroform/methanol=9/1)

Sources & evidence

ORD record
ord-8f2db6a418af4918ab7f8c6edda517b8
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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