Technology Process of (rac)-5-methoxy-3-(phenylethynyl)-5,6,7,8-tetrahydroquinoline
There total 6 articles about (rac)-5-methoxy-3-(phenylethynyl)-5,6,7,8-tetrahydroquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(phenylethynyl)-5,6,7,8-tetrahydroquinolin-5-ol;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 - 20 ℃;
for 0.25h;
methyl iodide;
In
tetrahydrofuran; mineral oil;
at 0 - 20 ℃;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: triphenylphosphine; palladium diacetate; potassium carbonate / acetonitrile / 0.25 - 0.33 h / 20 °C / Inert atmosphere
1.2: 4 h / Reflux; Inert atmosphere
2.1: sodium tetrahydroborate / water; tetrahydrofuran; methanol / 1 h / -5 - 0 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 - 20 °C
3.2: 0 - 20 °C
With
sodium tetrahydroborate; palladium diacetate; sodium hydride; potassium carbonate; triphenylphosphine;
In
tetrahydrofuran; methanol; water; acetonitrile; mineral oil;
1.1: |Sonogashira Cross-Coupling / 1.2: |Sonogashira Cross-Coupling;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: acetic acid; ammonium acetate / benzene / 7 h / Reflux
2.1: hydrogen bromide / ethanol; water
3.1: ethanol / 9 h / Reflux
4.1: triphenylphosphine; palladium diacetate; potassium carbonate / acetonitrile / 0.25 - 0.33 h / 20 °C / Inert atmosphere
4.2: 4 h / Reflux; Inert atmosphere
5.1: sodium tetrahydroborate / water; tetrahydrofuran; methanol / 1 h / -5 - 0 °C
6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.25 h / 0 - 20 °C
6.2: 0 - 20 °C
With
ammonium acetate; sodium tetrahydroborate; hydrogen bromide; palladium diacetate; sodium hydride; potassium carbonate; acetic acid; triphenylphosphine;
In
tetrahydrofuran; methanol; ethanol; water; acetonitrile; mineral oil; benzene;
4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;