Sodium borohydride → 1-(6-Bromo-2-pyridinyl)ethanol
Reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+]>CO.ClCCl.O>[Br:1][C:2]1[N:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][CH:3]=1Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
A solution of 1-(6-bromopyridin-2-yl)ethanone (2.9636 g, 14.82 mmol) in methanol (40 mL) at 0° C. was charged with sodium borohydride (1.682 g, 44.4 mmol) and then allowed to warm to room temperature. After 2.5 hours, the reaction mixture was diluted with dichloromethane (60 mL) and water (60 mL) and the layers were separated. The organic layer was dried over sodium sulfate, filtered, and concentrated to yield the title compound.
Workup
- customthe layers were separated
- dry with materialThe organic layer was dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-7d668943413840dabfbdd461a0cf7016
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08367706B2
Reaction notes
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