Sodium borohydride → 1241911-41-0

HRID 1961460Notes

Reaction equation

HRID 1961460 reaction equation
[C:1]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CCO>[C:1]([C:5]1[N:6]=[CH:7][C:8]([CH2:9][OH:10])=[CH:11][CH:12]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 112406656-tert-Butyl-3-formylpyridine

Product 1

HCID 229786841241911-41-0Yield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-tert-Butylnicotinaldehyde (363.0 mg, 2.22 mmol) was dissolved in EtOH (20 ml). NaBH4 (193.5 mg, 5.12 mmol) was added. The mixture was stirred at r.t. for 1.0 h. The solvent was removed under reduced pressure. The residue was suspended in aqueous Na2CO3 and the product extracted with EtOAc. The combined organic extracts were dried (MgSO4), filtered and concentrated yielding 311.5 mg the title compound as a colourless oil (85%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. extractionthe product extracted with EtOAc
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-257130de09d74c91acb505135728ec3c
Source dataset
uspto-grants-2013_04
Patent number
US08415333B2

Reaction notes

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