Sodium Bicarbonate → 1-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

HRID 975065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 975065
[C:1]([C:4]1[S:8][C:7]([CH3:9])=[N:6][C:5]=1[CH3:10])(=[O:3])[CH3:2].[Li][C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.C(=O)([O-])O.[Na+]>C(OCC)C>[CH3:9][C:7]1[S:8][C:4]([C:1]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)([OH:3])[CH3:2])=[C:5]([CH3:10])[N:6]=1

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 5208882,4-Dimethyl-5-acetylthiazoleHCID 178418470HCID 178418470, Verbindung

Produkt 1

HCID 189363201-(2,4-Dimethyl-5-thiazolyl)-1-(3-pyridyl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

5-Acetyl-2,4-dimethylthiazole (2.5 g) in dry diethylether (10 ml) was added dropwise to a stirred solution of 3-lithiopyridine (from 3.5 g 3-bromopyridine) in diethylether at -70° C. After 3 hours the mixture was allowed to warm to room temperature. After a further 1 hour, aqueous sodium hydrogen carbonate was added and the organic layer was separated. The aqueous layer was extracted with diethylether. The material obtained from the combined organic layers was purified by flash chromatography to give the title compound, m.p. 107.5°-109° C.

Aufarbeitung

  1. waitAfter a further 1 hour
  2. customthe organic layer was separated
  3. extractionThe aqueous layer was extracted with diethylether
  4. customThe material obtained from the combined organic layers
  5. customwas purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f3405ff8c28d4a65bdc0233cb155eb45
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05607956

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