5-Bromo-2-fluorobenzaldehyde → (5-Bromo-2-fluorophenyl)methanol

HRID 860982Notes

Reaction equation

HRID 860982 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[BH4-].[Na+]>CO.Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:10])=[C:6]([CH:9]=1)[CH2:7][OH:8]

Participants

5

Reactant 2

HCID 7363275-Bromo-2-fluorobenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 2773352(5-Bromo-2-fluorophenyl)methanol

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of 5-bromo-2-fluoro-benzaldehyde (1.0 eq.) in MeOH (0.2M) at 0° C. was added portionwise NaBH4 (2.0 eq.). The mixture was stirred at rt for 1 h, poured in HCl (1M) and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound as a white solid.

Workup

  1. extractionextracted with EtOAc (2×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-0a12e206a57d47899f7b76b7a1a89e28
Source dataset
uspto-grants-2006_12
Patent number
US07153968B2

Reaction notes

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