Sodium Chloride → 7-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one

HRID 2061612Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061612
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:15][CH:14]3[NH:16][CH:10]([CH:11](C(OC)=O)[C:12](=[O:21])[CH:13]3C(OC)=O)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[Na+].[Cl-]>CS(C)=O.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:15][CH:14]3[NH:16][CH:10]([CH2:11][C:12](=[O:21])[CH2:13]3)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 5234Sodium ChlorideHCID 70230991Dimethyl 7-(3-bromophenyl)-3-oxo-9-azabicyclo[3.3.1]nonane-2,4-dicarboxylate

Produkt 1

HCID 673036667-(3-Bromophenyl)-9-azabicyclo[3.3.1]nonan-3-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Dimethyl 7-(3-bromophenyl)-3-oxo-9-azabicyclo[3.3.1]nonane-2,4-dicarboxylate (89) and NaCl (61.22 g, 1.05 mol) in DMSO (200 ml) and water (10 ml) was placed into a preheated oil bath at 160° C. After stirring for 14 h, the solution was cooled to ambient temperature and exhaustively extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered, and concentrated to afford compound 90.

Aufarbeitung

  1. extractionexhaustively extracted with EtOAc
  2. dry with materialThe combined organic extracts were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4b4e305ce1ec41c4b85240dccfa7e403
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283358B2

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