Potassium bisulfate → 1-Cyclopropyl-4-(4-nitrophenyl)piperidine

HRID 1950748Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1950748
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].C([BH3-])#N.[Na+].C(O[C:23]1(O[Si](C)(C)C)[CH2:25][CH2:24]1)C.S([O-])(O)(=O)=O.[K+]>CO.C(O)(=O)C>[CH:23]1([N:13]2[CH2:12][CH2:11][CH:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[CH2:15][CH2:14]2)[CH2:25][CH2:24]1

Komponenten

7

Edukt 4

HCID 516920Potassium bisulfateHCID 2734686(1-Ethoxycyclopropoxy)trimethylsilaneHCID 5003444Sodium cyanoborohydrideHCID 159258174-(4-Nitrophenyl)piperidine

Produkt 1

HCID 686721561-Cyclopropyl-4-(4-nitrophenyl)piperidine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

0.50 g 4-(4-nitro-phenyl)-piperidine are dissolved in 1.5 mL methanol and combined with 0.80 g sodium cyanoborohydride and 2 μL glacial acetic acid. Then 0.97 mL [(1-ethoxycyclopropyl)oxy]trimethylsilane are added and the mixture is stirred for 24 h at 50° C. After cooling, 100 mL potassium hydrogen sulphate solution (10%) are added and the mixture is extracted twice with dichloromethane. The combined organic phases are dried, the solvent is eliminated in vacuo. The residue is used in the next stage of the synthesis without any further purification.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionthe mixture is extracted twice with dichloromethane
  3. customThe combined organic phases are dried
  4. customThe residue is used in the next stage of the synthesis without any further purification

Quellen und Nachweise

ORD-Eintrag
ord-935bd007b6c24c569df057e26ee60d6c
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404674B2

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