Benzaldehyde → (S)-alpha-(Trifluoromethyl)benzyl alcohol

HRID 1980075Notes

Reaction equation

HRID 1980075 reaction equation
[C:1]([Sn](I)(Cl)Cl)([F:4])([F:3])[F:2].[CH:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CN(C)C=O>[C:10]1([CH:9]([C:1]([F:4])([F:3])[F:2])[OH:16])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 12735480HCID 12735480, compound

Product 1

HCID 95556(S)-alpha-(Trifluoromethyl)benzyl alcohol

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In Example 20, by using tin chloride instead of zinc powder, trifluoromethyl was caused to react with trifluoromethyl iodide (SnCl2), as in the case of the Example 20, and CF3SnCl2I was obtained. Consecutively, as in the case of the Example 20, CF3SnCl2I was put into a flask together with benzaldehyde and dimethylformamide, and subjected to reaction under the action of ultrasonic waves, and the product extracted from an oil layer generated was hydrolyzed, thereby phenyltrifluoromethylcarbinol was obtained.

Workup

  1. customsubjected to reaction under the action of ultrasonic waves
  2. extractionthe product extracted from an oil layer

Sources & evidence

ORD record
ord-1fb53be9fc704f709326811aedda1972
Source dataset
uspto-grants-1984_11
Patent number
US04484993

Reaction notes

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