Réaction #1702069

Équation de réaction

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

dichloromethane

aluminum chloride

isobutyryl chloride

→

5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl isopropyl 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, 1.00 mmol) were added anhydrous dichloromethane (1 mL), aluminum chloride (140 mg, 1.05 mmol), and isobutyryl chloride (112 mg, 1.05 mmol) followed by stirring at room temperature 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 (20/1) as an elution solvent. The yield was 97.4 mg (38%).

Source