Hydrochloric Acid → N-isopropyl-N-(piperidin-4-yl)acetaMide hydrochloride
Reaktionsgleichung
[CH:1]([N:4]([CH:8]1[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]1)[C:5](=[O:7])[CH3:6])([CH3:3])[CH3:2].[ClH:21]>>[ClH:21].[CH:1]([N:4]([CH:8]1[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]1)[C:5](=[O:7])[CH3:6])([CH3:3])[CH3:2]Komponenten
Versuchsvorschrift
A solution of tert-butyl 4-(N-isopropylacetamido)piperidine-1-carboxylate (0.880 g, 3.09 mmol) in hydrogen chloride (4.0 M solution in 1,4-dioxane, 10 mL) was stirred at room temperature overnight. The resulting solution was concentrated in vacuo, basified with aqueous saturated NaHCO3, and extracted with EtOAc. The organics were dried (Na2SO4), filtered, and concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 50% to 100% of 92:7:1 CHCl3/MeOH/concentrated NH4OH in CH2Cl2. The residue was further purified by flash chromatography on silica gel, eluting with 100% of 92:7:1 CHCl3/MeOH/concentrated NH4OH, to afford N-Isopropyl-N-(piperidin-4-yl)acetamide hydrogen chloride (0.260 g, 45%) as a clear liquid.
Aufarbeitung
- concentrationThe resulting solution was concentrated in vacuo
- extractionextracted with EtOAc
- dry with materialThe organics were dried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated in vacuo
- customThe material was purified by flash chromatography on silica gel
- washeluting with 50% to 100% of 92:7:1 CHCl3/MeOH/concentrated NH4OH in CH2Cl2
- customThe residue was further purified by flash chromatography on silica gel
- washeluting with 100% of 92:7:1 CHCl3/MeOH/concentrated NH4OH
Quellen und Nachweise
- ORD-Eintrag
- ord-af57b132eb3f4857ac2b63f5507a3723
- Quelldatensatz
- uspto-grants-2016_01
- Patentnummer
- US09238640B2
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