Hydrochloric Acid → 4-[2-(3,8-Diazabicyclo[3.2.1]oct-8-yl)ethoxy]benzonitrile

HRID 1743721Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1743721
[C:1]([C:3]1[CH:26]=[CH:25][C:6]([O:7][CH2:8][CH2:9][N:10]2[CH:15]3[CH2:16][CH2:17][CH:11]2[CH2:12][N:13](C(OC(C)(C)C)=O)[CH2:14]3)=[CH:5][CH:4]=1)#[N:2].Cl>C(OCC)(=O)C>[CH:15]12[N:10]([CH2:9][CH2:8][O:7][C:6]3[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:26][CH:25]=3)[CH:11]([CH2:17][CH2:16]1)[CH2:12][NH:13][CH2:14]2

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 22235539Tert-butyl 8-[2-(4-cyanophenoxy)ethyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

Produkt 1

HCID 222356414-[2-(3,8-Diazabicyclo[3.2.1]oct-8-yl)ethoxy]benzonitrileAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

tert-Butyl 8-[2-(4-Cyanophenoxy)ethyl]-3,8-diazabicyclo[3.2.1]octane-3-carboxylate (1.35 g, 3.8 mmol; from step (b) above) was dissolved in ethyl acetate (30 mL). The solution was cooled to 0° C., ethyl acetate (30 mL) saturated with gaseous HCl was added, and the resulting mixture stirred at r.t for 15 h. The solvent was evaporated before CHCl3 was added. The mixture was extracted with K2CO3 solution, separated, dried and evaporated to give 0.7 g (73%) of the title compound.

Aufarbeitung

  1. customThe solvent was evaporated before CHCl3
  2. additionwas added
  3. extractionThe mixture was extracted with K2CO3 solution
  4. customseparated
  5. customdried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-0eb0e1f6ff0345b1ab5e5787fccf8f6f
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07012074B2

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