Trifluoroacetic acid → 4-(4-Fluorophenyl)-1H-pyrazole
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[N:10][N:11](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:12]=2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[N:11][NH:10][CH:9]=2)=[CH:6][CH:7]=1Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 4-(4-fluorophenyl)-1-trityl-1H-pyrazole (0.370 g) was suspended in a mixture solution of trifluoroacetic acid (5 ml)/methylene chloride (10 ml) and stirred for 10 min at room temperature, followed by irradiating microwaves thereto at 70° C. for 20 min to induce a reaction. After the reaction was terminated, the solution was diluted in methylene chloride (20 ml), neutralized with 1N sodium hydroxide (20 ml), and washed with distilled water (30 ml) and then with brine (20 ml). The washed organic layer thus formed was dried over anhydrous magnesium sulfate and concentrated by evaporation in a vacuum. The residue thus obtained was separated using silica gel chromatography to give 4-(4-fluorophenyl)-1H-pyrazole (Yield 81%).
Workup
- customby irradiating microwaves
- waitat 70° C. for 20 min to induce
- customa reaction
- customAfter the reaction was terminated
- additionthe solution was diluted in methylene chloride (20 ml)
- washwashed with distilled water (30 ml)
- customThe washed organic layer thus formed
- dry with materialwas dried over anhydrous magnesium sulfate
- concentrationconcentrated by evaporation in a vacuum
- customThe residue thus obtained
- customwas separated
Sources & evidence
- ORD record
- ord-ac3b8fb84a6c4b4ebc76cc15ec5143ba
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07968579B2
Reaction notes
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