反応 #1121720

反応方程式

triethylamine

4-methoxybenzoyl chloride

1,3-dimethyl-2-imidazolidinone

4-tert-butylacetophenone

→

uncolored oil

収率 7.0%

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

収率 7.0%

溶媒

hexane ethyl acetate

chloroform

反応条件

後処理

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

実験手順

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%.

出典