Reacción #64028

Ecuación de reacción

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

Rendimiento 99.8%

Disolventes

isopropanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Filtraciónthe reaction mixture was filtered
3. 3
   Otroto separate palladium carbon
4. 4
   Extracciónextracted with n-hexane
5. 5
   LavadoThe extract was washed with saturated sodium hydrogen carbonate solution
6. 6
   Otrodried
7. 7
   Concentraciónconcentrated

Procedimiento

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).

Fuente