反应详情

温度

5 °C

A solution of compound (4) (50.3 g) dissolved in 2-methyltetrahydrofuran (120 ml) was stirred and cooled to 5° C. Then trifluoroacetic anhydride (30.6 ml) was added slowly over a period of 10 minutes while the temperature of the reaction mixture was kept below 20° C. After addition, the reaction mixture was allowed to stir for 1 hour at 20° C. b) Palladium 10% on activated carbon (50% wetted) (2.52 g) was added and the reaction mixture was stirred at 800 rpm and pressurized to 2 atmosphere (202.65 kPa) with hydrogen gas. The reaction mixture was heated to 40° C. and stirred for 4 hours at 40° C. The mixture was allowed to cool to 20° C. and filtered under nitrogen atmosphere. The filter was washed with 2-methyltetrahydrofuran (10 ml). Water (160 ml) was added to the filtrate and the mixture was stirred, then an aqueous NaOH solution (28.6 ml, 50% w/w) was added over a period of 10 minutes while the temperature was kept below 20° C. The organic and water layer were allowed to separate, the organic layer was isolated and washed with water (50 ml), and concentrated under reduced pressure to dryness, yielding (2R,3R)-3-(3-methoxyphenyl)-N,N,2-trimethyl-pentanamine (5) as a colourless oil (46.10 g).

1. customwas kept below 20° C
2. additionAfter addition
3. additionwas added
4. stirringthe reaction mixture was stirred at 800 rpm
5. temperatureThe reaction mixture was heated to 40° C.
6. stirringstirred for 4 hours at 40° C
7. temperatureto cool to 20° C.
8. filtrationfiltered under nitrogen atmosphere
9. washThe filter was washed with 2-methyltetrahydrofuran (10 ml)
10. additionWater (160 ml) was added to the filtrate
11. stirringthe mixture was stirred
12. additionan aqueous NaOH solution (28.6 ml, 50% w/w) was added over a period of 10 minutes while the temperature
13. customwas kept below 20° C
14. customto separate
15. customthe organic layer was isolated
16. washwashed with water (50 ml)
17. concentrationconcentrated under reduced pressure to dryness