Reaktion #670239

Reaktionsgleichung

water

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

o-nitrobenzoic acid chloride

AlCl3

→

(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl) carbonyl-2-nitrobenzene

Ausbeute 44.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux for 1 hour and 30 minutes
3. 3
   Extraktionextracted with dichloromethane
4. 4
   Sonstigedried
5. 5
   Sonstigethe solvent was evaporated
6. 6
   Sonstigeto give a crude product (21.59 g)
7. 7
   SonstigeThis product was purified by silica gel column chromatography (AcOEt:n-hexane=1:10)

Vorschrift

5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene (10.0 g, 53.2 mmol) and o-nitrobenzoic acid chloride (9.4 g, 50.5 mmol) were dissolved in dichloromethane (50 ml), and the mixture was added with AlCl3 (14.3 g) portionwise and then heated under reflux for 1 hour and 30 minutes. The reaction mixture was poured into water and extracted with dichloromethane and dried, and then the solvent was evaporated to give a crude product (21.59 g). This product was purified by silica gel column chromatography (AcOEt:n-hexane=1:10) to give (5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl) carbonyl-2-nitrobenzene (Compound 37, 7.5 g, 42%). This product was further recrystallized from n-hexane.

Quelle