Реакция #1121720

Уравнение реакции

triethylamine

4-methoxybenzoyl chloride

1,3-dimethyl-2-imidazolidinone

4-tert-butylacetophenone

→

uncolored oil

Выход 7.0%

1-(4-Tert-butylphenyl)-vinyl 4-methoxybenzoate

Выход 7.0%

Растворители

hexane ethyl acetate

chloroform

Условия реакции

Обработка

1. 1
   ДругоеThe first collected fraction was purified twice by flash chromatography (hexane/dichloromethane 3:2 and next, hexane/dichloromethane 4:1)

Методика

4-methoxybenzoyl chloride (2.35 g, 13.8 mmol), 0.65 g of cuprous chloride and 5.6 mL of 1,3-dimethyl-2-imidazolidinone were added to crude 4-tert-butylacetophenone trimethylsilylenol (6.7 mmol). After stirring the solution for 20 hours at room temperature, 1.4 mL of triethylamine and 10 mL of chloroform were added. Then the solution was chromatographied through flash silica column (hexane/ethyl acetate 10:1). The first collected fraction was purified twice by flash chromatography (hexane/dichloromethane 3:2 and next, hexane/dichloromethane 4:1) giving 0.14 g of an uncolored oil corresponding to 1-(4-tert-butylphenyl)-vinyl 4-methoxybenzoate. Yield 7%.

Источник