تفاعل #71837

معادلة التفاعل

sodium bicarbonate

Water

4-nitrophenylboronic acid

ethyl 2-bromo-1,3-thiazole-5-carboxylate

→

title compound

المردود 54.0%

Ethyl 2-(4-nitrophenyl)-1,3-thiazole-5-carboxylate

المردود 54.0%

المذيبات

Ethyl acetate

1,4-dioxane

ظروف التفاعل

المعالجة

1. 1
   غسيلthe organic layer was washed with water and brine
2. 2
   تجفيفdried over anhydrous magnesium sulfate
3. 3
   تركيزconcentration under reduced pressure
4. 4
   أخرىthe residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1)

الإجراء التجريبي

Water (5 mL) and 1,4-dioxane (5 mL) were added to 4-nitrophenylboronic acid (667 mg, 4 mmol), ethyl 2-bromo-1,3-thiazole-5-carboxylate (448 μL, 4 mmol), sodium bicarbonate (1.01 g, 12 mmol) and tetrakis(triphenylphosphine)palladium (462 mg, 0.4 mmol), and the mixture was stirred in a nitrogen atmosphere at 100° C. for 1.5 hours. Ethyl acetate was added to the reaction solution, and the organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. Following concentration under reduced pressure, the residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 4/1, 2/1) to obtain 0.6 g of the title compound as a colorless solid (54%).

المصدر