Water → (4-Methyl-2-phenyl-thiazol-5-yl)-methanol

HRID 394272

Reaktionsgleichung

Reaktionsgleichung von HRID 394272
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[CH3:17])=O)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1.C(OCC)(=O)C>[CH3:17][C:7]1[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[S:10][C:6]=1[CH2:4][OH:3]

Komponenten

7

Edukt 4

HCID 962WaterHCID 24436Sodium SulfateHCID 2743970Ethyl 4-methyl-2-phenyl-1,3-thiazole-5-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 736541(4-Methyl-2-phenyl-thiazol-5-yl)-methanolAusbeute 78,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 5.9 g (23.85 mmol) of 4-methyl-2-phenyl-thiazole-5-carboxylic acid ethyl ester in 30 ml of absolute THF was added to a suspension of 1.1 g (29 mmol) of lithium aluminium hydride in 20 ml of THF, under an argon atmosphere at 0-5° C. Afterwards, the mixture was stirred at ambient temperature for 1 hour. Then, a small amount of water was added cautiously, followed by 50 ml of ethyl acetate and 20 g of anhydrous sodium sulfate and stirring was continued for 0.5 hours. Then, the reaction mixture was filtered, the filtrate was evaporated, leaving 3.85 g (78.6% of theory) of (4-methyl-2-phenyl-thiazol-5-yl)-methanol as yellow solid.

Aufarbeitung

  1. stirringstirring
  2. waitwas continued for 0.5 hours
  3. filtrationThen, the reaction mixture was filtered
  4. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-9761afdd696745899a224d618a26ea52
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06809110B2

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