Piperidinium acetate → HCID 178482470, Verbindung
Reaktionsgleichung
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([CH:12]=O)[CH2:8][CH2:7]1.[CH3:24][NH:25][C:26]1[CH2:30][S:29][C:28](=[O:31])[N:27]=1.C([O-])(=O)C.[NH2+]1CCCCC1>CC(O)C>[F:23][C:2]([F:1])([F:22])[C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][CH:9](/[CH:12]=[C:30]2/[C:26]([NH:25][CH3:24])=[N:27][C:28](=[O:31])[S:29]/2)[CH2:8][CH2:7]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a solution of 1-[2,4-bis(trifluoromethyl)benzyl]piperidine-4-carbaldehyde (1.00 g) in 2-propanol (15 mL) were added 4-(methylamino)-1,3-thiazol-2(5H)-one (0.77 g) and piperidinium acetate (0.44 g). The reaction mixture was stirred at 60° C. overnight and concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) and recrystallized from ethyl acetate/heptane to give the title compound (0.71 g).
Aufarbeitung
- concentrationconcentrated
- additionWater was added to the residue
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with water
- dry with materialdried over anhydrous magnesium sulfate
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
- customrecrystallized from ethyl acetate/heptane
Quellen und Nachweise
- ORD-Eintrag
- ord-38d67cd6af53444281aa712dca46b26d
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08772277B2
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