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HRID 2099846Erstellt: 26. Oktober 2026

Acetic Acid → 1-(2-Methylthiazol-4-yl)-3-phenylpropan-1,3-dione

https://huagongshe.com/reaction/2099846

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktAcetophenoneHCID 7410—
EduktSodium hydrideHCID 24758—
EduktEthyl 2-methyl-1,3-thiazole-4-carboxylateHCID 293353—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-(2-Methylthiazol-4-yl)-3-phenylpropan-1,3-dioneHCID 2228520288,4%

Reaktionsschritte

To a boiling suspension of sodium hydride (60% in oil) (360 mg) in anhydrous THF (10 ml) was added dropwise a solution of acetophenone (720 mg) and ethyl 2-methylthiazol-4-carboxylate (1.20 g) in anhydrous THF (10 ml), followed by 10 minutes of heating under refluxing. After the reaction solution was cooled, a mixed solution of acetic acid (1 ml) and water (30 ml) was added thereto, and the resulting mixture was extracted with ethyl acetate. The extracted solution was washed with water and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (eluent: hexane:ethyl acetate=4:1 (v/v)) to obtain 1-(2-methylthiazol-4-yl)-3-phenylpropan-1,3-dione (1.3 g, 88%) as yellow crystals. Hereinafter, the compounds of Reference Examples 2 to 10 were obtained similarly.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07569688B2
Quelldatensatzuspto-grants-2009_08
ORD IDord-c203852ddbd149b285cb60be463c060b
Quellennotizuspto-grants-2009_08