Technology Process of (1S,4S,9aS)-1-ethyl-4-propylquinolizidine
There total 6 articles about (1S,4S,9aS)-1-ethyl-4-propylquinolizidine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(1S,9aS)-1-ethyl-4-oxo-1,2,3,6,7,8,9,9a-octahydro-4H-quinolizine;
With
cerium(III) chloride;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
n-propylmagnesium bromide;
In
tetrahydrofuran; diethyl ether;
at 20 ℃;
for 18h;
With
sodium tetrahydroborate; acetic acid;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
DOI:10.1039/c2ob25392e
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: titanium tetrachloride / dichloromethane / 0.25 h / 0 °C
1.2: 16 h / 20 °C
2.1: oxygen; sodium hydroxide / tert-butyl methyl ether / 24 h / 40 °C
2.2: 19 h / 20 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 8 h / 20 °C
4.1: 10% Pd/C; hydrogen / methanol / 18 h
5.1: cerium(III) chloride / tetrahydrofuran / 1 h / 20 °C
5.2: 18 h / 20 °C
5.3: 0.5 h / -78 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; cerium(III) chloride; 10% Pd/C; hydrogen; oxygen; titanium tetrachloride; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether;
DOI:10.1039/c2ob25392e
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: oxygen; sodium hydroxide / tert-butyl methyl ether / 24 h / 40 °C
1.2: 19 h / 20 °C
2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 8 h / 20 °C
3.1: 10% Pd/C; hydrogen / methanol / 18 h
4.1: cerium(III) chloride / tetrahydrofuran / 1 h / 20 °C
4.2: 18 h / 20 °C
4.3: 0.5 h / -78 °C
With
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; cerium(III) chloride; 10% Pd/C; hydrogen; oxygen; sodium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether;
DOI:10.1039/c2ob25392e
