Technology Process of terephthalic acid 1-[5'-(4-acetylsulfanyl-benzoyloxy)-3',6'-diazido-4,4''-bis-dodecyloxy-[1,1';4',1'']terphenyl-2'-yl] ester 4-methyl ester
There total 8 articles about terephthalic acid 1-[5'-(4-acetylsulfanyl-benzoyloxy)-3',6'-diazido-4,4''-bis-dodecyloxy-[1,1';4',1'']terphenyl-2'-yl] ester 4-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
thioacetic acid S-(4-chlorocarbonyl-phenyl) ester; 3',6'-diazido-4-4''-bis-dodecyloxy-[1,1';4',1'']terphenyl-2',5'-diol;
With
triethylamine;
In
dichloromethane;
at 0 ℃;
for 0.0166667h;
Monomethyl terephthalate;
With
triethylamine;
In
dichloromethane;
at 20 ℃;
for 0.25h;
DOI:10.1021/ja0350942
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 72 percent / NaOH / dimethylsulfoxide / 100 °C
2.1: t-BuLi / hexane; tetrahydrofuran / 2 h / -78 - 0 °C
2.2: ZnCl2 / tetrahydrofuran; hexane / 1 h
2.3: 96 percent / Pd(PPh3)4 / tetrahydrofuran; hexane / Heating
3.1: 87 percent / ceric ammonium nitrate / H2O; acetonitrile / 60 °C
4.1: Br2 / CHCl3 / 8 h / Heating
4.2: 90 percent / ceric ammonium nitrate / acetonitrile; H2O / Heating
5.1: 95 percent / NaN3 / tetrahydrofuran; H2O / 2 h / 20 °C
6.1: 100 percent / aq. Na2S2O4 / tetrahydrofuran
7.1: Et3N / CH2Cl2 / 0.02 h / 0 °C
7.2: 62 percent / Et3N / CH2Cl2 / 0.25 h / 20 °C
With
sodium hydroxide; sodium azide; sodium dithionite; ammonium cerium(IV) nitrate; bromine; tert.-butyl lithium; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; chloroform; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/ja0350942
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: t-BuLi / hexane; tetrahydrofuran / 2 h / -78 - 0 °C
1.2: ZnCl2 / tetrahydrofuran; hexane / 1 h
1.3: 96 percent / Pd(PPh3)4 / tetrahydrofuran; hexane / Heating
2.1: 87 percent / ceric ammonium nitrate / H2O; acetonitrile / 60 °C
3.1: Br2 / CHCl3 / 8 h / Heating
3.2: 90 percent / ceric ammonium nitrate / acetonitrile; H2O / Heating
4.1: 95 percent / NaN3 / tetrahydrofuran; H2O / 2 h / 20 °C
5.1: 100 percent / aq. Na2S2O4 / tetrahydrofuran
6.1: Et3N / CH2Cl2 / 0.02 h / 0 °C
6.2: 62 percent / Et3N / CH2Cl2 / 0.25 h / 20 °C
With
sodium azide; sodium dithionite; ammonium cerium(IV) nitrate; bromine; tert.-butyl lithium; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; chloroform; water; acetonitrile;
DOI:10.1021/ja0350942
