Hydrochloric Acid → 2-(2-Isopropylthiopyrid-3-yloxy)-propionic acid methyl ester

HRID 55549

Reaktionsgleichung

Reaktionsgleichung von HRID 55549
[CH3:1][O:2][C:3](=[O:7])[CH:4](Br)[CH3:5].[CH:8]([S:11][C:12]1[C:17]([OH:18])=[CH:16][CH:15]=[CH:14][N:13]=1)([CH3:10])[CH3:9].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:7])[CH:4]([O:18][C:17]1[C:12]([S:11][CH:8]([CH3:10])[CH3:9])=[N:13][CH:14]=[CH:15][CH:16]=1)[CH3:5]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 95576Methyl 2-bromopropionateHCID 199579323-Pyridinol, 2-[(1-methylethyl)thio]-

Produkt 1

HCID 544930632-(2-Isopropylthiopyrid-3-yloxy)-propionic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

12.3 ml of 2-bromopropionic acid methyl ester are added dropwise at room temperature to a mixture of 16.9 g of 2-isopropylthio-3-hydroxypyridine and 15.2 g of potassium carbonate in 250 ml of dimethylformamide and the batch is stirred for 75 minutes. The suspension is introduced into a mixture of ice-water (300 ml), 50 ml of 2N hydrochloric acid and 300 ml of ethyl acetate, washed four times with 120 ml of water and 120 ml of ethyl acetate each time, and the organic phase is dried over sodium sulfate and concentrated by evaporation. 25.4 g of the desired intermediate are obtained in the form of a viscous oil.

Aufarbeitung

  1. washwashed four times with 120 ml of water and 120 ml of ethyl acetate each time
  2. dry with materialthe organic phase is dried over sodium sulfate
  3. concentrationconcentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-cb746f3e77cc4c7ca2fa00427cf9c504
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05625071

Verknüpfte Notizen

Wird geladen…