sym-Diethylurea → HCID 68828546, Verbindung

HRID 2099348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2099348
[CH:1]1([N:7]([C:23]([N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[O:24])[CH:8]2[CH2:14][CH:13]3[N:15](C(OC(C)(C)C)=O)[CH:10]([CH2:11][CH2:12]3)[CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(NC(NCC)=O)C>Cl.C(OCC)C>[CH:10]12[NH:15][CH:13]([CH2:12][CH2:11]1)[CH2:14][CH:8]([N:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[C:23]([N:25]([CH2:26][CH3:27])[CH2:28][CH3:29])=[O:24])[CH2:9]2

Komponenten

5

Edukt 2

HCID 12194sym-DiethylureaHCID 68828193HCID 68828193, Verbindung

Produkt 1

HCID 68828546HCID 68828546, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

3.0 g of tert-butyl 3-{cyclohexyl[(diethyl-amino)carbonyl]amino}-8-azabicyclo[3.2.1]octane-8-carboxylate mixed with diethylurea are placed in 37 ml of 2N hydrochloric acid in diethyl ether. The reaction medium is stirred at ambient temperature for 16 h. After evaporation to dryness, the residue is taken up with a 1N aqueous hydrochloric acid solution. Extraction is carried out with ethyl acetate and a 1N aqueous sodium hydroxide solution is then added up to a pH of 10. Extraction is carried out with ethyl acetate until the aqueous phase is completely depleted. The organic phase is washed with H2O and then with a saturated aqueous sodium chloride solution. After drying over MgSO4 and concentration to dryness, 1.8 g of N-8-azabicyclo[3.2.1]oct-3-yl-N-cyclohexyl-N′,N′-diethylurea are obtained.

Aufarbeitung

  1. customAfter evaporation to dryness
  2. extractionExtraction
  3. additiona 1N aqueous sodium hydroxide solution is then added up to a pH of 10
  4. extractionExtraction
  5. washThe organic phase is washed with H2O
  6. dry with materialAfter drying over MgSO4 and concentration to dryness, 1.8 g of N-8-azabicyclo[3.2.1]oct-3-yl-N-cyclohexyl-N′,N′-diethylurea
  7. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-1a3f9abd8d394d0f84b4bd65bc3cdd3b
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07569582B2

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