Hydrochloric Acid → (Hexahydro-1H-pyrrolizin-7A-YL)methanamine

Temperatur

20 °C

To 5.0 ml of 80% ethanol, 7a-nitromethyl-2,3,5,6,7,7a-hexahydro-1H-pyrrolizine (300 mg, 1.76 mmol, obtained in Example 1) and concentrated hydrochloric acid (0.45 ml, 5.28 mmol) were added to stir for 10 minutes at 20° C. Then, iron powder (500 mg, 8.95 mmol) was added to the mixture to further stirr for 1 hour at 20° C. Insoluble matters were filtered off and the filtrate was concentrated, adding 0.5N NaOH (10 ml) to the residue, filtering the solution to further remove insoluble matters, extracting the filtrate with chloroform, drying the extract over anhydrous sodium sulfate, concentrating the extract, and distilling the resulting crude product to afford 224 mg of the desired compound (Yield: 91%).

1. filtrationInsoluble matters were filtered off
2. concentrationthe filtrate was concentrated
3. additionadding 0.5N NaOH (10 ml) to the residue
4. filtrationfiltering the solution to further remove insoluble matters
5. extractionextracting the filtrate with chloroform
6. customdrying the
7. extractionextract over anhydrous sodium sulfate
8. concentrationconcentrating the extract
9. distillationdistilling the resulting crude product

ORD-Eintrag

ord-ff773b7940854008bb0342b5d6a70f3b

Quelldatensatz

uspto-grants-1991_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04985569