Technology Process of 3-hydroxy-3-methyl-5-(3,4,6-trimethoxy-2-methylphenyl)pent-4-yn-2-one
There total 7 articles about 3-hydroxy-3-methyl-5-(3,4,6-trimethoxy-2-methylphenyl)pent-4-yn-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-ethynyl-1,4,5-trimethoxy-3-methylbenzene;
With
ethylmagnesium bromide;
In
diethyl ether;
for 2.5h;
Inert atmosphere;
Reflux;
dimethylglyoxal;
In
diethyl ether;
for 24h;
Inert atmosphere;
Reflux;
DOI:10.1039/c3ob42333f
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: trichlorophosphate / 24 h / 0 - 20 °C
2.1: dihydrogen peroxide; sulfuric acid / methanol; water / 0.33 h / 0 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / Inert atmosphere; Darkness
4.1: N-iodo-succinimide; trifluoroacetic acid / acetonitrile / 0.5 h / Inert atmosphere; Darkness
5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / dimethyl sulfoxide / 24 h / 70 °C / Inert atmosphere; Sealed tube
6.1: sodium hydroxide / toluene / 6 h / Reflux
7.1: ethylmagnesium bromide / diethyl ether / 2.5 h / Inert atmosphere; Reflux
7.2: 24 h / Inert atmosphere; Reflux
With
bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; sulfuric acid; ethylmagnesium bromide; dihydrogen peroxide; potassium carbonate; diethylamine; trifluoroacetic acid; sodium hydroxide; trichlorophosphate;
In
methanol; diethyl ether; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
1.1: |Vilsmeier-Haack Formylation / 5.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3ob42333f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 24 h / Inert atmosphere; Darkness
2.1: N-iodo-succinimide; trifluoroacetic acid / acetonitrile / 0.5 h / Inert atmosphere; Darkness
3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; diethylamine / dimethyl sulfoxide / 24 h / 70 °C / Inert atmosphere; Sealed tube
4.1: sodium hydroxide / toluene / 6 h / Reflux
5.1: ethylmagnesium bromide / diethyl ether / 2.5 h / Inert atmosphere; Reflux
5.2: 24 h / Inert atmosphere; Reflux
With
bis-triphenylphosphine-palladium(II) chloride; N-iodo-succinimide; copper(l) iodide; ethylmagnesium bromide; potassium carbonate; diethylamine; trifluoroacetic acid; sodium hydroxide;
In
diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
3.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3ob42333f