| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride anschliessende Decarboxylierung; |
| Conditions | Yield |
|---|---|
| With aqueous solution of pH 7 Erhitzen des Reaktionsprodukts unter vermindertem Druck; |
1,3-bis-(1-methyl-pyrrol-2-yl)-acetone
cuscohygrine
| Conditions | Yield |
|---|---|
| With palladium; acetic acid Hydrogenation; | |
| With acetic acid; platinum Hydrogenation; |
| Conditions | Yield |
|---|---|
| isomer(ic) II; | |
| isomer(ic) I; |
1-methyl-pyrrolidin-2-one
acetonedicarboxylic acid
diethyl ether
lithium alanate
A
cuscohygrine
B
(+-)-hygrine(+-)-hygrine
| Conditions | Yield |
|---|---|
| in gepufferter wss. Loesung; |
cuscohygrine
methyl iodide
1,1,1',1'-tetramethyl-2,2'-(2-oxo-propanediyl)-bis-pyrrolidinium; diiodide
| Conditions | Yield |
|---|---|
| With ethanol im Druckgefaess; |
cuscohygrine
(+/-)-hygrine
| Conditions | Yield |
|---|---|
| With hydrogenchloride at 180℃; | |
| With potassium hydroxide; diethyl ether laengeres Stehen; | |
| With potassium hydroxide 8-stdg. Kochen; |
| Conditions | Yield |
|---|---|
| With nitrogen oxides; sodium ethanolate at 10 - 15℃; |
| Conditions | Yield |
|---|---|
| With ethanol; sodium erschoepfende Methylierung des Reaktionsgemisches und folgende Hydrierung mit Wasserstoff und kolloidalem Platin in 50 prozentiger Essigsaeure; |
cuscohygrine
| Conditions | Yield |
|---|---|
| With ethanol; hydrazine hydrate |
cuscohygrine
N-methylproline
| Conditions | Yield |
|---|---|
| With chromium(III) oxide; sulfuric acid |
cuscohygrine
A
dihydrocuscohygrine
B
α-dihydrocuscohygrineα-dihydrocuscohygrine
| Conditions | Yield |
|---|---|
| With sodium amalgam; water isomer(ic) II; | |
| With ethanol; sodium at 80℃; Trennung ueber das Pikrat; isomer(ic) II; |
cuscohygrine
A
dihydrocuscohygrine
B
β-dihydrocuscohygrineβ-dihydrocuscohygrine
| Conditions | Yield |
|---|---|
| With sodium amalgam; water isomer(ic) I; | |
| With ethanol; sodium at 80℃; Trennung von der β-Form ueber das Pikrat; isomer(ic) I; |
cuscohygrine
B
cuscohygrine-hydrazonecuscohygrine-hydrazone
| Conditions | Yield |
|---|---|
| With ethanol; hydrazine hydrate |
cuscohygrine
(RS)-1-methylpyrrolidine-2-acetic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: nitrogen oxides; sodium ethylate / 10 - 15 °C 2: aq. barium hydroxide solution View Scheme |
cuscohygrine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: nitrogen oxides; sodium ethylate / 10 - 15 °C 2: alcohol View Scheme |