Technology Process of 10-Methoxy-2,2,4-trimethyl-5-[3-(methylsulfanylmethoxy)phenyl]-2,5-dihydro-1H-1-benzopyran[3,4-f]quinoline
There total 11 articles about 10-Methoxy-2,2,4-trimethyl-5-[3-(methylsulfanylmethoxy)phenyl]-2,5-dihydro-1H-1-benzopyran[3,4-f]quinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(2,5-dihydro-10-methoxy-2,2,4-trimethyl-1H-[1]benzopyrano[3,4-f]quinolin-5-yl)phenol;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.25h;
chloro-methylsulfanyl-methane;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
Further stages.;
DOI:10.1021/jm010228c
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 75 percent / cesium carbonate / dichlorobis(triphenylphosphine)palladium(II) / dimethylformamide / 24 h / 100 °C
2.1: 96 percent / boron tribromide / CH2Cl2 / -78 - 23 °C
3.1: 99 percent / cesium carbonate / dimethylformamide / 4 h / 23 °C
4.1: 98 percent / H2 / Pd/C / dioxane / 60 h / 65 °C / atmospheric pressure
5.1: 47 percent / iodine / 48 h / 105 °C
6.1: 99 percent / DIBAL / CH2Cl2; hexane / 2 h / -78 °C
7.1: MgSO4 / CH2Cl2 / 12 h / 20 °C
8.1: Mg / tetrahydrofuran / 0.5 h / Heating
8.2: 59 percent / toluene; tetrahydrofuran / 12 h / 20 °C
9.1: 98 percent / hydrogen chloride / methanol / 0.17 h / 0 °C
10.1: NaH / dimethylformamide / 0.25 h / 0 °C
10.2: dimethylformamide / 0 - 20 °C
With
hydrogenchloride; hydrogen; iodine; boron tribromide; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; caesium carbonate; magnesium;
bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010228c
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 75 percent / cesium carbonate / dichlorobis(triphenylphosphine)palladium(II) / dimethylformamide / 24 h / 100 °C
2.1: 96 percent / boron tribromide / CH2Cl2 / -78 - 23 °C
3.1: 99 percent / cesium carbonate / dimethylformamide / 4 h / 23 °C
4.1: 98 percent / H2 / Pd/C / dioxane / 60 h / 65 °C / atmospheric pressure
5.1: 47 percent / iodine / 48 h / 105 °C
6.1: 99 percent / DIBAL / CH2Cl2; hexane / 2 h / -78 °C
7.1: MgSO4 / CH2Cl2 / 12 h / 20 °C
8.1: Mg / tetrahydrofuran / 0.5 h / Heating
8.2: 59 percent / toluene; tetrahydrofuran / 12 h / 20 °C
9.1: 98 percent / hydrogen chloride / methanol / 0.17 h / 0 °C
10.1: NaH / dimethylformamide / 0.25 h / 0 °C
10.2: dimethylformamide / 0 - 20 °C
With
hydrogenchloride; hydrogen; iodine; boron tribromide; sodium hydride; diisobutylaluminium hydride; magnesium sulfate; caesium carbonate; magnesium;
bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm010228c