2',3'-Difluoroacetophenone → 1-(2,3-Difluorophenyl)ethan-1-ol

HRID 553721Notes

Reaction equation

HRID 553721 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[BH4-].[Na+]>CO>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]([OH:11])[CH3:10]

Participants

4

Reactant 2

HCID 5195502',3'-DifluoroacetophenoneHCID 4311764Sodium borohydride

Product 1

HCID 534463411-(2,3-Difluorophenyl)ethan-1-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2′,3′-Difluoroacetophenone (0.337 g, 2.16 mmol) in methanol (15 mL) was treated with sodium borohydride (0.090 g, 2.37 mmol), and the reaction was stirred at room temperature for 30 minutes. The mixture was partitioned between dichloromethane and water, and the organic layer was separated, dried over MgSO4, filtered, and concentrated to give 1-(2,3-difluoro-phenyl)-ethanol.

Workup

  1. customThe mixture was partitioned between dichloromethane and water
  2. customthe organic layer was separated
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c3d60b04a12249558558919dd43d055a
Source dataset
uspto-grants-2011_11
Patent number
US08048902B2

Reaction notes

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