Benzyl Bromide → 1-benzyl-1H-pyrazole-3-carbaldehyde
Reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:9]1[CH:13]=[CH:12][C:11]([CH:14]=[O:15])=[N:10]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:1]([N:9]1[CH:13]=[CH:12][C:11]([CH:14]=[O:15])=[N:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of benzyl bromide (0.29 g) in N,N-dimethylformamide (9 ml) was added 1H-pyrazole-3-carboxaldehyde (0.15 g) and potassium carbonate (0.24 g). The mixture was stirred at room temperature for 24 hours, silica gel was added, the solvent removed by evaporation and the crude material purified by chromatography (isohexane:ether, 2:1) to give the product as an oil (0.18 g).
Workup
- additionsilica gel was added
- customthe solvent removed by evaporation
- customthe crude material purified by chromatography (isohexane:ether, 2:1)
Sources & evidence
- ORD record
- ord-6d33378c29d04b489b7fbd4671e4aa97
- Source dataset
- uspto-grants-2003_05
- Patent number
- US06566376B1
Reaction notes
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