Technology Process of 5-chloro-5'-[2-(5-chloro-4'-hydroxymethyl-4,2'-dimethoxy-biphenyl-2-yl)-ethyl]-6,2'-dimethoxy-biphenyl-3-carbaldehyde
There total 22 articles about 5-chloro-5'-[2-(5-chloro-4'-hydroxymethyl-4,2'-dimethoxy-biphenyl-2-yl)-ethyl]-6,2'-dimethoxy-biphenyl-3-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 98 percent / 1 h / Heating
2: 79 percent / N,N'-dichloropiperazine / aq. H2SO4 / 1 h / 20 °C
3: 95 percent / aq. NaOH / 2 h / Heating
4: 96 percent / p-TosOH / toluene / 24 h / Heating
5: 68 percent / pyridine / CH2Cl2 / 0.5 h / 0 °C
6: 81 percent / aq. Na2CO3 / Pd(PPh3)4 / ethanol; toluene / 24 h / Heating
7: 68 percent / K2CO3; 18-crown-6 / CH2Cl2 / 24 h / Heating
8: 86 percent / H2; Et3N / 5 percent Pd/C / ethyl acetate / 24 h / 2625.21 Torr
9: LiAlH4 / diethyl ether / 12 h / Heating
10: aq. AcOH / 15 h / 20 °C
With
pyridine; N,N'-dichloropiperazine; sodium hydroxide; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; sodium carbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine;
palladium on activated charcoal; tetrakis(triphenylphosphine) palladium(0);
In
diethyl ether; ethanol; dichloromethane; sulfuric acid; ethyl acetate; toluene;
6: Suzuki reaction / 7: Wittig reaction;
DOI:10.1055/s-2002-35629
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 60 percent / Br2 / acetic acid / 24 h / 80 °C
2: 80 percent / NaOH / 0.17 h / 100 °C
3: 77 percent / p-TosOH / toluene / 24 h / Heating
4: 84 percent / K3PO4 / Pd(PPh3)4 / dimethylformamide / 24 h / 80 °C
5: 68 percent / K2CO3; 18-crown-6 / CH2Cl2 / 24 h / Heating
6: 86 percent / H2; Et3N / 5 percent Pd/C / ethyl acetate / 24 h / 2625.21 Torr
7: LiAlH4 / diethyl ether / 12 h / Heating
8: aq. AcOH / 15 h / 20 °C
With
sodium hydroxide; potassium phosphate; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; bromine; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine;
palladium on activated charcoal; tetrakis(triphenylphosphine) palladium(0);
In
diethyl ether; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene;
4: Suzuki reaction / 5: Wittig reaction;
DOI:10.1055/s-2002-35629
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 89 percent / Br2 / CCl4 / 24 h / 20 °C
2.1: 76 percent / K2CO3 / acetone / 24 h / Heating
3.1: n-BuLi / tetrahydrofuran; hexane; diethyl ether / 0.08 h / -98 °C
3.2: B(OMe)3 / tetrahydrofuran; hexane; diethyl ether / 12 h / -98 - 20 °C
3.3: 65 percent / aq. HCl / tetrahydrofuran; hexane; diethyl ether / 20 °C
4.1: 83 percent / K3PO4 / Pd(PPh3)4 / dimethylformamide / 12 h / 80 °C
5.1: NBS; AIBN / CCl4 / 6 h / Heating
6.1: 4.27 g / acetonitrile / 12 h / Heating
7.1: 68 percent / K2CO3; 18-crown-6 / CH2Cl2 / 24 h / Heating
8.1: 86 percent / H2; Et3N / 5 percent Pd/C / ethyl acetate / 24 h / 2625.21 Torr
9.1: LiAlH4 / diethyl ether / 12 h / Heating
10.1: aq. AcOH / 15 h / 20 °C
With
potassium phosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); hydrogen; bromine; potassium carbonate; acetic acid; triethylamine;
palladium on activated charcoal; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile;
4.1: Suzuki reaction / 7.1: Wittig reaction;
DOI:10.1055/s-2002-35629
