Technology Process of methyl 1-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-9-isopropyl-6-methyl-4-[(1E,3E)-4-(4-nitrophenyl)buta-1,3-dien-1-yl]heptalene-5-carboxylate
There total 10 articles about methyl 1-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-9-isopropyl-6-methyl-4-[(1E,3E)-4-(4-nitrophenyl)buta-1,3-dien-1-yl]heptalene-5-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
palladium diacetate; silver carbonate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 12h;
Inert atmosphere;
DOI:10.1002/hlca.201300137
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium iodide / acetone / 1 h / 20 °C / Inert atmosphere
2.1: dichloromethane / 0.67 h / 90 - 100 °C / 300 - 450 Torr
3.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere
3.2: 12 h / -78 - 20 °C / Inert atmosphere
4.1: lithium hydroxide / methanol; water / 4 h / Reflux
5.1: N,N-dimethyl-formamide; oxalyl dichloride / acetonitrile
6.1: diisobutylaluminium hydride / toluene / -78 °C
7.1: chromium dichloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
8.1: palladium diacetate; silver carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere
With
chromium dichloride; oxalyl dichloride; palladium diacetate; sodium hexamethyldisilazane; diisobutylaluminium hydride; N,N-dimethyl-formamide; silver carbonate; sodium iodide; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
1.1: |Finkelstein Reaction / 2.1: |Michaelis-Arbuzov Synthesis / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination / 7.1: |Takai-Utimoto Olefination / 8.1: |Heck Reaction;
DOI:10.1002/hlca.201300137
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: dichloromethane / 0.67 h / 90 - 100 °C / 300 - 450 Torr
2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere
2.2: 12 h / -78 - 20 °C / Inert atmosphere
3.1: lithium hydroxide / methanol; water / 4 h / Reflux
4.1: N,N-dimethyl-formamide; oxalyl dichloride / acetonitrile
5.1: diisobutylaluminium hydride / toluene / -78 °C
6.1: chromium dichloride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere
7.1: palladium diacetate; silver carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere
With
chromium dichloride; oxalyl dichloride; palladium diacetate; sodium hexamethyldisilazane; diisobutylaluminium hydride; N,N-dimethyl-formamide; silver carbonate; lithium hydroxide;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
1.1: |Michaelis-Arbuzov Synthesis / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Takai-Utimoto Olefination / 7.1: |Heck Reaction;
DOI:10.1002/hlca.201300137