Technology Process of (+/-)-3,6-bis(3,5-diphenylphenyl)-1,2,3,6,7,8-hexahydro-as-indacene-4,5-diol
There total 15 articles about (+/-)-3,6-bis(3,5-diphenylphenyl)-1,2,3,6,7,8-hexahydro-as-indacene-4,5-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron tribromide;
In
dichloromethane;
at -78 - 20 ℃;
for 12h;
DOI:10.1021/jo00265a049
- Guidance literature:
-
Multi-step reaction with 11 steps
1: stannic chloride / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) RT, 15 min
2: 1.) sodium hydride / 1.) THF, 2.) reflux, 3 h
3: NaOH / methanol; H2O / 5 h / Heating
4: 30 h / 200 °C
5: conc. H2SO4 / 4 h / Heating
6: 72 percent / FeCl3, Br2 / CCl4 / Heating
7: aq. NaOH / aq. ethanol / 2 h / Heating
8: t-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C
10: 48 percent / triethylsilane, trifluoroacetic acid / CH2Cl2 / 0.17 h / Ambient temperature
11: 90 percent / boron tribromide / CH2Cl2 / 12 h / -78 - 20 °C
With
triethylsilane; sodium hydroxide; sulfuric acid; bromine; tert.-butyl lithium; boron tribromide; iron(III) chloride; tin(IV) chloride; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo00265a049
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) sodium hydride / 1.) THF, 2.) reflux, 3 h
2: NaOH / methanol; H2O / 5 h / Heating
3: 30 h / 200 °C
4: conc. H2SO4 / 4 h / Heating
5: 72 percent / FeCl3, Br2 / CCl4 / Heating
6: aq. NaOH / aq. ethanol / 2 h / Heating
7: t-BuLi / tetrahydrofuran; hexane / 20 h / -78 °C
9: 48 percent / triethylsilane, trifluoroacetic acid / CH2Cl2 / 0.17 h / Ambient temperature
10: 90 percent / boron tribromide / CH2Cl2 / 12 h / -78 - 20 °C
With
triethylsilane; sodium hydroxide; sulfuric acid; bromine; tert.-butyl lithium; boron tribromide; iron(III) chloride; sodium hydride; trifluoroacetic acid;
In
tetrahydrofuran; methanol; tetrachloromethane; ethanol; hexane; dichloromethane; water;
DOI:10.1021/jo00265a049