Technology Process of methyl 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoate
There total 12 articles about methyl 4-[(5,6,7,7a,8,9,10,11-octahydro-4H-2-benzo[ef]heptalenyl)carboxamido]benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine; dmap;
In
benzene;
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: sodium hydride / benzene; mineral oil / 0.25 h / 0 °C
1.2: 20 °C / Reflux
2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h
3.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C
4.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C
4.2: 20 - 70 °C
5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h
6.1: sodium hydroxide / methanol; water / 3 h / 20 °C
7.1: polyphosphoric acid / 4 h / 110 °C
8.1: trifluoroacetic acid; triethylsilane / 60 °C
9.1: aluminum (III) chloride
10.1: sodium hydroxide; bromine / water
11.1: thionyl chloride / benzene / 4 h / Reflux
12.1: dmap; pyridine / benzene / 15 h / 20 °C
With
pyridine; triethylsilane; dmap; aluminum (III) chloride; thionyl chloride; palladium 10% on activated carbon; hydrogen; bromine; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; sodium hydroxide;
In
methanol; hexane; water; ethyl acetate; toluene; mineral oil; benzene;
DOI:10.1016/j.bmc.2013.04.053
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h
2.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C
3.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C
3.2: 20 - 70 °C
4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 3 h
5.1: sodium hydroxide / methanol; water / 3 h / 20 °C
6.1: polyphosphoric acid / 4 h / 110 °C
7.1: trifluoroacetic acid; triethylsilane / 60 °C
8.1: aluminum (III) chloride
9.1: sodium hydroxide; bromine / water
10.1: thionyl chloride / benzene / 4 h / Reflux
11.1: dmap; pyridine / benzene / 15 h / 20 °C
With
pyridine; triethylsilane; dmap; aluminum (III) chloride; thionyl chloride; palladium 10% on activated carbon; hydrogen; bromine; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; sodium hydroxide;
In
methanol; hexane; water; ethyl acetate; toluene; mineral oil; benzene;
DOI:10.1016/j.bmc.2013.04.053