Sodium Carbonate → [{[(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile

HRID 657549Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657549
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][NH:14][CH3:15])[CH2:6]2.Br[CH2:17][C:18]#[N:19].C(=O)([O-])[O-].[Na+].[Na+]>C(C(C)=O)C(C)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[C@@H:7]([CH2:13][N:14]([CH2:17][C:18]#[N:19])[CH3:15])[CH2:6]2

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 11534BromoacetonitrileHCID 11499437(S)-1-(3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-trien-7-yl)-N-methylmethanamine

Produkt 1

HCID 86628627[{[(7S)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7909Methyl Isobutyl KetoneLösungsmittel

Versuchsvorschrift

At ambient temperature, 1.04 g (5 mmol) of {[(7S)-3,4-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}methylamine, 0.35 mL (5 mmol/1 eq.) of bromoacetonitrile and 2.16 g (20 mmol/4 eq.) of sodium carbonate are mixed into 16 mL of methyl isobutyl ketone. Refluxing is carried out overnight, followed by drying. The residue is taken up in water and the aqueous phase is extracted with dichloromethane. The combined organic phases are dried over magnesium sulphate to yield, after concentration, the expected product.

Aufarbeitung

  1. temperatureRefluxing
  2. customby drying
  3. extractionthe aqueous phase is extracted with dichloromethane
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. customto yield
  6. concentrationafter concentration

Quellen und Nachweise

ORD-Eintrag
ord-75c30725b881471e9438dcbf42671cea
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076325B2

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