Réaction #1121718

Équation de réaction

acetophenone

4-tert-butylbenzoyl chloride

→

1-phenylvinyl 4-tert-butylbenzoate

Rendement 57.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.WAITThe mixture was then left
2. 2
   Températureto cool
3. 3
   Extractionextracted with dichloromethane
4. 4
   SéchageThe organic phase was dried over magnesium sulfate
5. 5
   Autrethe solvent was removed under reduced pressure
6. 6
   AutreA 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1)

Mode opératoire

A mixture of 4.16 g (21.62 mmol) of acetophenone trimethylsilylenol, 4.33 g (22.01 mmol) of 4-tert-butylbenzoyl chloride and 136 mg of mercuric chloride was heated at 100° C. for 2 h. The mixture was then left to cool, water was added over the reaction crude and extracted with dichloromethane. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. A 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1) giving 1.17 g of 1-phenylvinyl 4-tert-butylbenzoate. Yield 57%.

Source