Pyrazole → 3-(1H-pyrazol-1-yl)propanoic acid
Reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[C:6]([OH:10])(=[O:9])[CH:7]=[CH2:8]>C(N(CC)CC)C>[N:1]1([CH2:8][CH2:7][C:6]([OH:10])=[O:9])[CH:5]=[CH:4][CH:3]=[N:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In a 10 mL round-bottomed flask equipped with a condenser and a stirring bar was placed pyrazole (0.50 g, 7.3 mmol), acrylic acid (0.50 mL, 7.3 mmol) and triethylamine (3 mL). The reaction mixture was refluxed for 6 hours. After removing triethylamine, the viscous oil was dried on high vacuo during 12 hours to yield quantitatively the desired acid (1.0 g) suitable for the next step without further purification.
Workup
- customIn a 10 mL round-bottomed flask equipped with a condenser and a stirring bar
- temperatureThe reaction mixture was refluxed for 6 hours
- customAfter removing triethylamine
- customthe viscous oil was dried on high vacuo during 12 hours
Sources & evidence
- ORD record
- ord-e164c5b97e05406d8d980125388ac107
- Source dataset
- uspto-grants-2000_12
- Patent number
- US06162927
Reaction notes
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