3,4-Difluorobenzaldehyde → 3,4-Difluorobenzyl alcohol

HRID 2171328Notes

Reaction equation

HRID 2171328 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[BH4-].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=1[F:10]

Participants

5

Reactant 2

HCID 5880883,4-DifluorobenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 5228333,4-Difluorobenzyl alcohol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of 3,4-difluorobenzaldehyde (200 mg, 1.41 mmol) in methanol (4 mL) was added NaBH4 (80 mg, 2.1 mmol). The reaction mixture was stirred at rt for 10 min., then diluted with water and extracted with ethyl acetate. The organic part was separated, washed with brine, dried over anhydrous Na2SO4, filtered and concentrated. The crude was used into next step without further purification.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic part was separated
  3. washwashed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude was used into next step without further purification

Sources & evidence

ORD record
ord-fa299971d02743cb9bff1450d40da6e1
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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