Reaktion #64028

Reaktionsgleichung

sodium acetate trihydrate

(S)-3-(chloromethyl)-1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene

→

(S)-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene

Ausbeute 99.8%

Lösungsmittel

isopropanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Filtrationthe reaction mixture was filtered
3. 3
   Sonstigeto separate palladium carbon
4. 4
   Extraktionextracted with n-hexane
5. 5
   WaschenThe extract was washed with saturated sodium hydrogen carbonate solution
6. 6
   Sonstigedried
7. 7
   Einengenconcentrated

Vorschrift

Into an autoclave, (S)-3-(chloromethyl)-1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene 200 mg; 0.798 mmol), isopropanol (10 ml), sodium acetate trihydrate (120 mg; 0.882 mmol) and 10 % palladium carbon (160 mg) were charged, and the resultant mixture was stirred at 50° C. under a hydrogen pressure of 80 kg/cm2 for 12 hours. After cooling, the reaction mixture was filtered to separate palladium carbon, admixed with water and extracted with n-hexane. The extract was washed with saturated sodium hydrogen carbonate solution, dried and concentrated to give (S)-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene (172 mg; 0.796 mmol).

Quelle