Technology Process of (E)-5-methoxy-7-pentyl-3-styryl-2H-chromene
There total 7 articles about (E)-5-methoxy-7-pentyl-3-styryl-2H-chromene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
benzyltriphenylphosphonium bromide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1h;
5-methoxy-7-pentyl-2H-chromene-3-carbaldehyde;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 1h;
DOI:10.1055/s-2005-870008
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 90 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C
2.1: 74 percent / p-toluenesulfonic acid / toluene / 1 h / Heating
3.1: 80 percent / H2 / Pd/C / methanol / 20 h / 20 °C
4.1: tetramethylethylenediamine; n-BuLi / diethyl ether; hexane / 2 h / 20 °C
4.2: 79 percent / diethyl ether; hexane / 4 h / 20 °C
5.1: 86 percent / NaI; AlCl3 / CH2Cl2; acetonitrile / 1.5 h / 20 °C
6.1: 71 percent / aq. DABCO / dioxane / 24 h / 20 °C
7.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 20 °C
7.2: 40 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C
With
1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; aluminium trichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; toluene-4-sulfonic acid; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
7.2: Wittig reaction;
DOI:10.1055/s-2005-870008
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 74 percent / p-toluenesulfonic acid / toluene / 1 h / Heating
2.1: 80 percent / H2 / Pd/C / methanol / 20 h / 20 °C
3.1: tetramethylethylenediamine; n-BuLi / diethyl ether; hexane / 2 h / 20 °C
3.2: 79 percent / diethyl ether; hexane / 4 h / 20 °C
4.1: 86 percent / NaI; AlCl3 / CH2Cl2; acetonitrile / 1.5 h / 20 °C
5.1: 71 percent / aq. DABCO / dioxane / 24 h / 20 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 20 °C
6.2: 40 percent / tetrahydrofuran; hexane / 1 h / -78 - 20 °C
With
1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; aluminium trichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; toluene-4-sulfonic acid; sodium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
6.2: Wittig reaction;
DOI:10.1055/s-2005-870008