Methanol → HCID 12821998, Verbindung

HRID 383925

Reaktionsgleichung

Reaktionsgleichung von HRID 383925
[H-].[Na+].Cl[C:4]1[S:5][C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([C:9]([O:11][CH2:12]C)=[O:10])[N:8]=1.[OH2:20].[CH3:21]O>>[CH3:21][O:20][C:4]1[S:5][C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:7]([C:9]([O:11][CH3:12])=[O:10])[N:8]=1

Komponenten

5

Edukt 4

HCID 887MethanolHCID 962WaterHCID 24758Sodium hydrideHCID 59291332Ethyl 2-chloro-5-phenylthiazole-4-carboxylate

Produkt 1

HCID 12821998HCID 12821998, Verbindung

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 60% oily NaH in MeOH was added ethyl 2-chloro-5-phenylthiazole-4-carboxylate, followed by stirring at 70° C. for 1 hour. To the reaction mixture was added water, followed by extraction with EtOAc. The organic layer was washed with water and brine in this order, dried over MgSO4, and then concentrated under reduced pressure. The residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, CHCl3:MeOH) to obtain methyl 2-methoxy-5-phenylthiazole-4-carboxylate as a white solid.

Aufarbeitung

  1. extractionfollowed by extraction with EtOAc
  2. washThe organic layer was washed with water and brine in this order
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by medium-pressure preparative liquid chromatography (silica gel, YAMAZEN YFLC WPrep2XY, CHCl3:MeOH)

Quellen und Nachweise

ORD-Eintrag
ord-1f0ac69bc0b4461caac4267e68d194dd
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08367696B2

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