Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[O:9])=[N:6][CH:7]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][OH:9])=[N:6][CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 5-bromopyridine-2-carbaldehyde (300 mg) in methanol (10 mL) was added sodium borohydride (61 mg) and the reaction stirred at room temperature for 72 h. The reaction was quenched with saturated aqueous sodium carbonate solution (20 mL) and water (20 mL) and extracted into dichloromethane (3×30 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give (5-bromo-pyridin-2-yl)-methanol as a white solid.
Workup
- customThe reaction was quenched with saturated aqueous sodium carbonate solution (20 mL) and water (20 mL)
- extractionextracted into dichloromethane (3×30 mL)
- dry with materialThe organic layers were dried (MgSO4)
Sources & evidence
- ORD record
- ord-d50072c653d44d7ea55d70ddb7fd33ee
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08383620B2
Linked notes
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