Water → HCID 12511634, compound
Reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[CH:4]=[C:3]1[CH:10]=[O:11].[BH4-].[Na+].O>C(O)C>[CH3:1][N:2]1[CH:6]=[C:5]([N+:7]([O-:9])=[O:8])[CH:4]=[C:3]1[CH2:10][OH:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
1-Methyl-4-nitro-1H-pyrrole-2-carbaldehyde (0.400 g, 2.08 mmol; see step (i) above) was placed in 50 mL of anhydrous ethanol under N2. NaBH4 (0.040 g, 1.04 mmol) was added in small portions over 5 min and the solution allowed to stir for 20 min. Water (10 mL) was added slowly to quench the reaction. The organics were then extracted with ethyl acetate (2×20 mL) and the resultant organic fractions dried (MgSO4), filtered and the solvent removed under reduced pressure to yield the sub-title compound as a light brown solid (0.318 g, 98%).
Workup
- customto quench
- customthe reaction
- extractionThe organics were then extracted with ethyl acetate (2×20 mL)
- dry with materialthe resultant organic fractions dried (MgSO4)
- filtrationfiltered
- customthe solvent removed under reduced pressure
Sources & evidence
- ORD record
- ord-ad0672c05bb24297b3e39cfa84f5484a
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08012967B2
Reaction notes
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