Ethanol → 2-Methoxy-3-[2-thienyl(hydroxy)methyl]pyridine
Reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[C:10]([C:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[O:12])=[CH:9][CH:8]=[CH:7][N:6]=1.C(O)C>O>[CH3:3][O:4][C:5]1[C:10]([CH:11]([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[OH:12])=[CH:9][CH:8]=[CH:7][N:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
303 mg of sodium borohydride was added little by little to a solution containing 1.46 g of 2-methoxy-3-(2-thienylcarbonyl)pyridine and 10 ml of ethanol under ice-cooling. After stirring at room temperature for 2 hours, water was slowly added thereto and the mixture was extracted with ethyl acetate. The organic phase was washed with brine and the solvent was removed, to give 1.47 g of the target compound.
Workup
- temperaturecooling
- extractionthe mixture was extracted with ethyl acetate
- washThe organic phase was washed with brine
- customthe solvent was removed
Sources & evidence
- ORD record
- ord-cea2339f1f9f4f3696af161685ce6027
- Source dataset
- uspto-grants-2003_07
- Patent number
- US06599917B1
Reaction notes
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