Reaktion #1012283

Reaktionsgleichung

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

cyclohexene

→

1,1,3-trimethyl-4-aminoindane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeobtaining a mixture
2. 2
   SonstigeThe reaction vessel was sealed
3. 3
   Sonstigeto obtain a reaction mixture
4. 4
   workup.STIRRINGWhile stirring
5. 5
   workup.ADDITIONwas added dropwise
6. 6
   TemperaturThereafter, the reaction mixture was cooled
7. 7
   Filtrationfiltered
8. 8
   WaschenThe obtained solid was washed with 20 parts by weight of 2-propanol
9. 9
   SonstigeThe washing liquid recovered
10. 10
    Waschenafter washing
11. 11
    Sonstigethe filtrate obtained by filtration
12. 12
    EinengenThe combined mixture was concentrated under reduced pressure

Vorschrift

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%.

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