HCID 2783407, compound → HCID 59674256, compound

HRID 1391738Notes

Reaction equation

HRID 1391738 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15](=[O:17])[CH3:16])[CH:10]=2)=[CH:5][CH:4]=1.[BH4-].[Na+]>O.CCO>[F:1][C:2]([F:18])([F:19])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([OH:17])[CH3:16])[CH:10]=2)=[CH:7][CH:8]=1

Participants

5

Reactant 2

HCID 2783407HCID 2783407, compoundHCID 4311764Sodium borohydride

Product 1

HCID 59674256HCID 59674256, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1-[4′-(trifluoromethyl)-3-biphenylyl]ethanone (300 mg, 1.14 mmol) in water (1 mL) and EtOH (5 mL) was treated portion-wise with sodium borohydride (57 mg, 1.50 mmol) and then stirred at rt for 1.5 hours. The reaction was then quenched by the addition of saturated aqueous NH4Cl, diluted with CHCl3 and the layers separated. The organic layer was then dried (Na2SO4), filtered and reduced to give the title compound (274 mg).

Workup

  1. customThe reaction was then quenched by the addition of saturated aqueous NH4Cl
  2. additiondiluted with CHCl3
  3. customthe layers separated
  4. dry with materialThe organic layer was then dried (Na2SO4)
  5. filtrationfiltered

Sources & evidence

ORD record
ord-4fe55c564be14f0da0a01933fb6e18e6
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

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