Potassium Carbonate → HCID 4604295, Verbindung

HRID 1521814Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521814
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[SH:9].C(=O)([O-])[O-].[K+].[K+].Br[CH:17]([CH3:21])[C:18]([OH:20])=[O:19]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][CH2:21][CH2:17][C:18]([OH:20])=[O:19]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 117292-Bromopropionic acidHCID 23642Thioguaiacol

Produkt 1

HCID 4604295HCID 4604295, VerbindungAusbeute 754,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-methoxythiophenol (5.0 g, 3.56 mmol) in DMF (125 mL) is added potassium carbonate (14.76 g, 10.69 mmol, 3 Eq) at 60° C. under nitrogen. The reaction mixture is stirred for 30 minutes then bromopropionic acid (6.0 g, 3.92 mmol, 1.1 Eq) is added and the resulting mixture is stirred for 90 minutes at 60° C. under nitrogen. The solvent is removed under reduced pressure and the residue is taken up in water then washed with EtOAc. The aqueous layer is acidified with aq. solution of HCl and the product is extracted with EtOAc. The organic layer is dried over MgSO4 and concentrated in under reduced pressure to afford 5.7 g (75%) of the title compound as a yellow oil.

Aufarbeitung

  1. stirringthe resulting mixture is stirred for 90 minutes at 60° C. under nitrogen
  2. customThe solvent is removed under reduced pressure
  3. washthen washed with EtOAc
  4. extractionthe product is extracted with EtOAc
  5. dry with materialThe organic layer is dried over MgSO4
  6. concentrationconcentrated in under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-08431bae44924cc79ef791d35f6b1ece
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073940B2

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