Reacción #1012283

Ecuación de reacción

(3R)-1,1,3-trimethyl-4-aminoindane

cyclohexene

→

1,1,3-trimethyl-4-aminoindane

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtaining a mixture
2. 2
   OtroThe reaction vessel was sealed
3. 3
   Otroto obtain a reaction mixture
4. 4
   workup.STIRRINGWhile stirring
5. 5
   workup.ADDITIONwas added dropwise
6. 6
   TemperaturaThereafter, the reaction mixture was cooled
7. 7
   Filtraciónfiltered
8. 8
   LavadoThe obtained solid was washed with 20 parts by weight of 2-propanol
9. 9
   OtroThe washing liquid recovered
10. 10
    Lavadoafter washing
11. 11
    Otrothe filtrate obtained by filtration
12. 12
    ConcentraciónThe combined mixture was concentrated under reduced pressure

Procedimiento

Into a reaction vessel were charged 6.00 parts by weight of (3R)-1,1,3-trimethyl-4-aminoindane (optical purity of 96.5% ee) and 1.60 parts by weight of 5% palladium-carbon (STD-type, manufactured by N. E. Chemcat Corporation), thereby obtaining a mixture. The reaction vessel was sealed, the gas in the reaction vessel was replaced with nitrogen, and then the mixture was stirred at 150° C. to obtain a reaction mixture. While stirring the obtained reaction mixture, 1.40 parts by weight of cyclohexene was added dropwise thereto over 5 hours. Thereafter, the reaction mixture was cooled and filtered. The obtained solid was washed with 20 parts by weight of 2-propanol. The washing liquid recovered after washing and the filtrate obtained by filtration were combined. The combined mixture was concentrated under reduced pressure to obtain 5.63 parts by weight of 1,1,3-trimethyl-4-aminoindane. The obtained 1,1,3-trimethyl-4-aminoindane had an optical purity of 0.29% ee and a recovery rate of 93.8%.

Fuente