Sodium borohydride → HCID 22678545, compound
Reaction equation
[CH3:1][S:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[CH:8]=[O:9].[BH4-].[Na+]>CO>[CH3:1][S:2][C:3]1[CH:7]=[CH:6][S:5][C:4]=1[CH2:8][OH:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3.36 g of 3-methylthio-2-thiophenecarboxaldehyde and 802 mg of sodium borohydride were suspended in 20 ml of methanol, and the mixture was stirred at room temperature for one hour. The solvent was evaporated, water was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, and then the layer was dried on anhydrous magnesium sulfate. The solvent was evaporated, and the resulting crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:5), to give 3.16 g of the title compound as a colorless oil.
Workup
- customThe solvent was evaporated
- additionwater was added to the residue
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialthe layer was dried on anhydrous magnesium sulfate
- customThe solvent was evaporated
- customthe resulting crude product was purified by silica gel column chromatography (ethyl acetate:hexane=1:5)
Sources & evidence
- ORD record
- ord-ddf1eb049b294ad4b5865eb9364f54e7
- Source dataset
- uspto-grants-2004_08
- Patent number
- US06784192B2
Reaction notes
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