Sodium Iodide → HCID 178453978, Verbindung
Reaktionsgleichung
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][C@H:12]([NH2:15])[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[CH2:17][CH2:18][CH2:19][CH2:20]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.C(O)C.O>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:10][CH2:11][C@H:12]([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17]2)[CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]Komponenten
7
Reaktionsbedingungen
- Temperatur
- 90 °C
Versuchsvorschrift
A mixture comprising 500 mg of N-tert-butoxycarbonyl-trans-1,4-cyclohexanediamine, 326 mg of 1,4-dichlorobutane, 805 mg of potassium carbonate, 70 mg of sodium iodide and ethanol-water (8 ml-2 ml) was stirred at 90° C. for 12 days. Water was added to the reaction mixture, and the resulting mixture was extracted with chloroform. The extract was washed with brine, dried over anhydrous sodium sulfate, and then, the solvent was removed under reduced pressure. The obtained residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-aqueous ammonia=100/5/0.5 to 100/10/0.5) to obtain 453 mg of N-tert-butoxycarbonyl trans-4-(1-pyrrolidinyl)cyclohexylamine.
Aufarbeitung
- extractionthe resulting mixture was extracted with chloroform
- washThe extract was washed with brine
- dry with materialdried over anhydrous sodium sulfate
- customthe solvent was removed under reduced pressure
- customThe obtained residue was purified by silica gel flash column chromatography (solvent: chloroform-methanol-aqueous ammonia=100/5/0.5 to 100/10/0.5)
Quellen und Nachweise
- ORD-Eintrag
- ord-3a3f0e6adeb0498fbdc41687bfb9245c
- Quelldatensatz
- uspto-grants-2008_02
- Patentnummer
- US07332487B2
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