Technology Process of 5-[2-(acetylamino)-9,10[1',2']-benzenoanthracen-9(10H)-yl]-2-methylbenzaldehyde
There total 5 articles about 5-[2-(acetylamino)-9,10[1',2']-benzenoanthracen-9(10H)-yl]-2-methylbenzaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
anthranilic acid;
With
isopentyl nitrite; trichloroacetic acid;
In
1,4-dioxane;
at 20 ℃;
for 1h;
5-[2-(acetylamino)anthracen-9-yl]-2-methylbenzaldehyde;
In
1,4-dioxane;
for 1h;
Heating;
DOI:10.1021/ja001048f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 83 percent / benzene / 12 h / Heating
2.1: 97 percent / Br2 / CH2Cl2 / 0 °C
3.1: MeLi; n-BuLi / tetrahydrofuran; hexane; diethyl ether / -78 °C
3.2: tetrahydrofuran; diethyl ether; hexane / 2 h / -78 °C
3.3: 64 percent / H2O / tetrahydrofuran; hexane; diethyl ether / -78 °C
4.1: 84 percent / 2 M aq. Na2CO3; Pd(PPh3)4 / ethanol; toluene / 12 h / Heating
5.1: isoamyl nitrite; CCl3CO2H / dioxane / 1 h / 20 °C
5.2: 56 percent / dioxane / 1 h / Heating
With
tetrakis(triphenylphosphine) palladium(0); n-butyllithium; methyllithium; bromine; sodium carbonate; isopentyl nitrite; trichloroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; toluene; benzene;
1.1: Acetylation / 2.1: Bromination / 3.1: Metallation / 4.1: Suzuki coupling / 5.1: Diazotization / 5.2: Diels-Alder addition;
DOI:10.1021/ja001048f
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 97 percent / Br2 / CH2Cl2 / 0 °C
2.1: MeLi; n-BuLi / tetrahydrofuran; hexane; diethyl ether / -78 °C
2.2: tetrahydrofuran; diethyl ether; hexane / 2 h / -78 °C
2.3: 64 percent / H2O / tetrahydrofuran; hexane; diethyl ether / -78 °C
3.1: 84 percent / 2 M aq. Na2CO3; Pd(PPh3)4 / ethanol; toluene / 12 h / Heating
4.1: isoamyl nitrite; CCl3CO2H / dioxane / 1 h / 20 °C
4.2: 56 percent / dioxane / 1 h / Heating
With
tetrakis(triphenylphosphine) palladium(0); n-butyllithium; methyllithium; bromine; sodium carbonate; isopentyl nitrite; trichloroacetic acid;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; toluene;
1.1: Bromination / 2.1: Metallation / 3.1: Suzuki coupling / 4.1: Diazotization / 4.2: Diels-Alder addition;
DOI:10.1021/ja001048f