Methanol → 1-(4-Chlorophenyl)-1-(2-(piperidin-1-yl)ethyl)hydrazine
Reaktionsgleichung
Cl[CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.Cl.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([NH:18][NH2:19])=[CH:14][CH:13]=1.CO>[Cl-].C([N+](CCCC)(CCCC)CCCC)CCC.[OH-].[Na+].O.C(Cl)(Cl)Cl>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([N:18]([CH2:2][CH2:3][N:4]2[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]2)[NH2:19])=[CH:14][CH:13]=1Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 4
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
1-(2-Chloro-ethyl)piperidine (5 g, 27.9 mmol) was added to a vigorously stirred mixture of 4-chlorophenyl hydrazine hydrochloride (5 g, 27.9 mmol) and tetra-n-butylammonium chloride (0.40 g) in 50% aqueous sodium hydroxide (30 mL). The reaction was heated to 80° C. (oil bath temperature) for 3.5 h. The reaction was cooled, diluted with water and extracted with chloroform. The organic layer was washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give a red oil. The oil was subjected to column chromatography (silica gel, eluent: 10% methanol in chloroform) to give a red oil (˜3 g). This was purified again by column chromatography (silica gel, eluent: 510% methanol in chloroform) to give a red oil (1.77 g, 25%).
Aufarbeitung
- temperatureThe reaction was cooled
- extractionextracted with chloroform
- washThe organic layer was washed with brine
- dry with materialdried (MgSO4)
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customto give a red oil
Quellen und Nachweise
- ORD-Eintrag
- ord-7feca696e3ee4592920812739b853d8d
- Quelldatensatz
- uspto-grants-2012_12
- Patentnummer
- US08338447B2
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