Ethanol → (5-Nitrothiophen-2-yl)methanol
Reaction equation
[BH4-].[Na+].[N+:3]([C:6]1[S:10][C:9]([CH:11]=[O:12])=[CH:8][CH:7]=1)([O-:5])=[O:4].C(O)C>O>[OH:12][CH2:11][C:9]1[S:10][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][CH:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium borohydride (0.24 g) was added to a mixture of 5-nitro-2-thiophenecarboxaldehyde (1.0 g) and ethanol (30 ml) at 0° C. and then this mixture was stirred at the same temperature for 40 minutes. The reaction mixture was poured into water and extracted with dichloromethane. The dichloromethane layer was washed with water and dried (MgSO4), after which the solvent was evaporated off, to yield 2-hydroxymethyl-5-nitrothiophene (0.5 g, 49%).
Workup
- extractionextracted with dichloromethane
- washThe dichloromethane layer was washed with water
- dry with materialdried (MgSO4)
- customafter which the solvent was evaporated off
Sources & evidence
- ORD record
- ord-fef0c22ab45f4222947122e29012b79a
- Source dataset
- uspto-grants-1998_02
- Patent number
- US05716944
Reaction notes
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