Technology Process of (R)-3-[N(1)-benzylpiperidin-2-yl]propanal
There total 12 articles about (R)-3-[N(1)-benzylpiperidin-2-yl]propanal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(methoxymethyl)triphenylphosphonium chloride;
With
potassium tert-butylate;
In
tetrahydrofuran;
at 0 - 20 ℃;
for 0.5h;
(R)-2-[N(1)-benzylpiperidin-2-yl]ethanal;
In
tetrahydrofuran;
at 20 ℃;
for 16h;
With
formic acid;
In
dichloromethane;
at 20 ℃;
for 16h;
DOI:10.1016/j.tet.2011.09.038
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 °C / Inert atmosphere
2.1: 1H-imidazole; iodine; triphenylphosphine / toluene; acetonitrile / 16 h / 65 °C
3.1: silver tetrafluoroborate / 16 h / 80 °C
4.1: diisobutylaluminium hydride / tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere
5.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.33 h / -78 °C
5.2: -78 - 20 °C
6.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 - 20 °C
6.2: 16 h / 20 °C
6.3: 16 h / 20 °C
With
1H-imidazole; silver tetrafluoroborate; n-butyllithium; oxalyl dichloride; potassium tert-butylate; iodine; diisobutylaluminium hydride; dimethyl sulfoxide; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; toluene; acetonitrile;
5.1: Swern oxidation / 5.2: Swern oxidation / 6.1: Wittig reaction / 6.2: Wittig reaction;
DOI:10.1016/j.tet.2011.09.038