Chlorosuccinimide → 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester
Reaktionsgleichung
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[CH:8][N:7]([CH:10]([F:12])[F:11])[N:6]=1)=[O:4].[Cl:13]N1C(=O)CCC1=O>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[C:9]([Cl:13])=[CH:8][N:7]([CH:10]([F:12])[F:11])[N:6]=1)=[O:4]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 50 °C
Versuchsvorschrift
A mixture of 1-difluoromethyl-1H-pyrazole-3-carboxylic acid methyl ester (535 mg, 3 mmole) and N-chloro-succinimide (1.22 g, 9.1 mmole) in DMF (5 ml) was heated at 50° C. overnight. The reaction mixture was cooled, partitioned between AcOEt and water, the organic layer was washed with water, dried, evaporated and the residue was purified by chromatography on silica gel using cyclohexane/AcOEt (3:1) to give the title compound (540 mg) as a white solid. MS: m/z=209.9 [M]+.
Aufarbeitung
- temperatureThe reaction mixture was cooled
- custompartitioned between AcOEt and water
- washthe organic layer was washed with water
- customdried
- customevaporated
- customthe residue was purified by chromatography on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-c98b58df862449de955ec0704e0bf7a5
- Quelldatensatz
- uspto-grants-2014_06
- Patentnummer
- US08748418B2
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