Réaction #1121719

Équation de réaction

triethylamine

4-tert-butylbenzoyl chloride

1,3-dimethyl-2-imidazolidinone

4-methoxyacetophenone

→

1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate

Rendement 25.0%

Solvants

hexane ethyl acetate

chloroform

Conditions de réaction

Traitement

1. 1
   AutreThe first collected fraction was purified by flash chromatography (hexane/dichloromethane 3:2)

Mode opératoire

4-tert-butylbenzoyl chloride (1.78 g, 9 mmol), 0.47 g of cuprous chloride and 4 mL of 1,3-dimethyl-2-imidazolidinone were added to crude 4-methoxyacetophenone trimethylsilylenol (4.3 mmol). After stirring the solution for 21 hours at room temperature, 1 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 by flash chromatography (hexane/dichloromethane 3:2) giving 0.34 g of 1-(4-methoxyphenyl)-vinyl 4-tert-butylbenzoate. Yield 25%.

Source