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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 642303Erstellt: 25. Oktober 2026

Phenol → 4-Methyl-2-phenoxy-thiazole-5-carboxylic acid ethyl ester

https://huagongshe.com/reaction/642303

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenolHCID 996—
EduktPotassium CarbonateHCID 11430—
EduktEthyl 2-bromo-4-methyl-1,3-thiazole-5-carboxylateHCID 2824057—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Methyl-2-phenoxy-thiazole-5-carboxylic acid ethyl esterHCID 5766548466,2%

Reaktionsbedingungen

Temperatur95 °C

Reaktionsschritte

A mixture of 2-bromo-4-methyl-thiazole-5-carboxylic acid ethyl ester (1.89 g, 7.57 mmol), phenol (855 mg, 9.09 mmol) and potassium carbonate (1.36 g, 9.84 mmol) in dimethylformamide (18 mL) was heated at 95° C. for 15 h before it was cooled to room temperature and partitioned between ethyl acetate and water, the organic layer was washed with water, aqueous sodium hydroxide (2×), brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes to give the title compound as a yellow oil (1.32 g): MS: (+) m/z 264.0 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07696223B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-b411f471c03a45d58a8b812d8bf98bcb
Quellennotizuspto-grants-2010_04