2-Bromoethanol → 2-[{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]ethanol

HRID 657548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 657548
[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.BrC[CH2:18][OH:19].[C:20](=O)([O-])[O-].[K+].[K+]>C(#N)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]([CH3:20])[CH2:15][CH2:18][OH:19])[CH2:6]2

Komponenten

5

Edukt 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 11499437(S)-1-(3,4-Dimethoxybicyclo(4.2.0)octa-1,3,5-trien-7-yl)-N-methylmethanamine

Produkt 1

HCID 689736902-[{[(7S)-3,4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}(methyl)amino]ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

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, 0.44 mL (6 mmol/1.2 eq.) of 2-bromoethanol and 2.07 g (15 mmol/3 eq.) of potassium carbonate are mixed into 10 mL of acetonitrile. Refluxing is carried out overnight, followed by drying. The residue is taken up in dichloromethane, washed with water and dried over magnesium sulphate to yield, after concentration, the desired product.

Aufarbeitung

  1. temperatureRefluxing
  2. customby drying
  3. washwashed with water
  4. dry with materialdried over magnesium sulphate
  5. customto yield
  6. concentrationafter concentration

Quellen und Nachweise

ORD-Eintrag
ord-97b2131e61384ba9a12ce2533b9013f3
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08076325B2

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