3-Phenylprop-2-Enal → 1-(5-Phenyl-4,5-dihydro-1H-pyrazol-1-yl)ethan-1-one
Reaction equation
C1(OC2C=CC=CC=2)C=CC=CC=1.[CH:14](=O)[CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[C:24]([NH:27][NH2:28])(=[O:26])[CH3:25]>C(Cl)(Cl)Cl.CO>[C:24]([N:27]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH:14]=[N:28]1)(=[O:26])[CH3:25]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 220 °C
Procedure
To 10 ml of diphenyl ether were added 1.3 g of cinnamaldehyde and 0.8 g of acetylhydrazine, followed by gradual heating to 220° C. over 30 minutes. Stirring was continued for 3 hours at that temperature. After cooling, the reaction liquid as such was subjected to silica gel chromatography (chloroform/methanol=100/1). Thus there was obtained 1.2 g of 1-acetyl-5-phenyl-2-pyrazoline in the form of light yellowish oil as the desired product. The yield was 64.8%.
Workup
- temperatureAfter cooling
- customthe reaction liquid
Sources & evidence
- ORD record
- ord-6cf8f0c08fe8431a8e3fe1e0d447554c
- Source dataset
- uspto-grants-1990_01
- Patent number
- US04895947
Reaction notes
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