Reacción #1012285

Ecuación de reacción

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

hydrogen

hydrogen

→

1,1,3-trimethyl-4-aminoindane

Disolventes

2-propanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroobtaining a mixture
2. 2
   OtroThe reaction vessel was sealed
3. 3
   Otrohydrogen was removed to normal pressure
4. 4
   workup.STIRRINGthe mixture was stirred at an internal temperature of 130° C.
5. 5
   workup.WAITan internal pressure of 0.45 MPa for 7 hours while the inside of the reaction vessel was replaced with hydrogen
6. 6
   Otroobtaining a reaction mixture
7. 7
   OtroThe obtained reaction mixture
8. 8
   Temperaturawas cooled
9. 9
   Filtraciónfiltered
10. 10
    LavadoThe obtained solid was washed with 20 parts by weight of 2-propanol
11. 11
    OtroThe washing liquid recovered
12. 12
    Lavadoafter washing
13. 13
    Otrothe filtrate obtained by filtration
14. 14
    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), 0.81 part by weight of 5% palladium-carbon (STD-type, manufactured by N. E. Chemcat Corporation), and 12 parts by weight of 2-propanol, thereby obtaining a mixture. The reaction vessel was sealed and the gas in the reaction vessel was replaced with nitrogen. While stirring the mixture at room temperature, into the reaction vessel was charged hydrogen until the internal pressure of hydrogen in the reaction vessel reached 0.5 MPa. After 15 minutes, hydrogen was removed to normal pressure, and the mixture was stirred at an internal temperature of 130° C. and an internal pressure of 0.45 MPa for 7 hours while the inside of the reaction vessel was replaced with hydrogen, thereby obtaining a reaction mixture. The obtained 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 5.55 parts by weight of 1,1,3-trimethyl-4-aminoindane. The obtained 1,1,3-trimethyl-4-aminoindane had an optical purity of 1.2% ee and a recovery rate of 92.5%.

Fuente