Technology Process of 2,3-dimethoxy-5-[(trimethylsilyl)ethynyl]aniline
There total 6 articles about 2,3-dimethoxy-5-[(trimethylsilyl)ethynyl]aniline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
5-bromo-2,3-dimethoxyaniline; trimethylsilylacetylene;
With
bis-triphenylphosphine-palladium(II) chloride; triethylamine;
at 20 ℃;
for 0.25h;
Inert atmosphere;
With
copper(l) iodide;
at 70 ℃;
for 12h;
Inert atmosphere;
DOI:10.1021/jo3020598
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / acetone / 55 °C
2.1: sodium hydroxide / methanol; water / 2 h / 65 °C
2.2: pH < 2
3.1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 2 h / 65 °C
4.1: potassium hydroxide / ethanol / 15 h / 78 °C
5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / 0.25 h / 20 °C / Inert atmosphere
5.2: 12 h / 70 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; diphenyl phosphoryl azide; potassium carbonate; triethylamine; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; water; acetone;
3.1: |Curtius Rearrangement / 5.1: |Sonogashira Cross-Coupling / 5.2: |Sonogashira Cross-Coupling;
DOI:10.1021/jo3020598
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: sodium hydroxide / methanol; water / 2 h / 65 °C
1.2: pH < 2
2.1: diphenyl phosphoryl azide; triethylamine / tetrahydrofuran / 2 h / 65 °C
3.1: potassium hydroxide / ethanol / 15 h / 78 °C
4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / 0.25 h / 20 °C / Inert atmosphere
4.2: 12 h / 70 °C / Inert atmosphere
With
bis-triphenylphosphine-palladium(II) chloride; diphenyl phosphoryl azide; triethylamine; potassium hydroxide; sodium hydroxide;
In
tetrahydrofuran; methanol; ethanol; water;
2.1: |Curtius Rearrangement / 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1021/jo3020598
