2-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester → HCID 67254019, Verbindung
Reaktionsgleichung
[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:19]#[N:20])[CH:5]([CH3:18])[C:6](=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14]>C(O)=O.[Ni].C(Cl)Cl>[CH3:1][O:2][C:3]([CH:4]1[C:5]([CH3:18])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])[NH:20][CH2:19]1)=[O:21]Komponenten
5
Versuchsvorschrift
To a solution of 2-cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester (13.27 g, 44.4 mmol) in formic acid (100 mL) was added freshly prepared Raney nickel [Al—Ni (1:1), 117 g] and the mixture was heated to reflux with stirring for 2 h. After cooling, the catalyst was removed by filtration and washed with ethanol. The combined filtrates were concentrated to give an oil, which was re-dissolved in DCM and filtered to remove residual solids. Evaporation of solvent gave 4-methyl-5-(2-trifluoromethyl-phenyl)-2,3-dihydro-1H-pyrrole-3-carboxylic acid methyl ester as an oil (10 g, 79%), which was used in the next step without purification. MS (ES): 286 (MH+).
Aufarbeitung
- temperaturethe mixture was heated
- temperatureto reflux
- temperatureAfter cooling
- customthe catalyst was removed by filtration
- washwashed with ethanol
- concentrationThe combined filtrates were concentrated
- customto give an oil, which
- filtrationfiltered
- customto remove residual solids
- customEvaporation of solvent
Quellen und Nachweise
- ORD-Eintrag
- ord-5f8b50e898764f64a7e8b884e1cf2e25
- Quelldatensatz
- uspto-grants-2013_02
- Patentnummer
- US08367667B2
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