Réaction #1702068

Équation de réaction

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene

dichloromethane

aluminum chloride

propionyl chloride

→

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl ethyl ketone

Solvants

water

Conditions de réaction

Traitement

1. 1
   Extractionextracted by ethyl acetate
2. 2
   LavageThe organic layer was washed by water
3. 3
   Séchagea saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate
4. 4
   Concentrationconcentrated under reduced pressure
5. 5
   AutreThe crude product was purified by silica gel chromatography

Mode opératoire

The synthesis process is as set forth in the chemical reaction formula below. To 5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene (188 mg, 1 mmol) were added anhydrous dichloromethane (1 mL), aluminum chloride (148 mg, 1.12 mmol), and propionyl chloride (101 mg, 1.10 mmol) followed by stirring at 60° C. for 3 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (30/1) as an elution solvent. The yield was 66.4 mg (27%).

Source