Technology Process of Benzo(a)pyrene, 12b,12c-dihydro-12b,12c-dimethyl-, trans-
There total 15 articles about Benzo(a)pyrene, 12b,12c-dihydro-12b,12c-dimethyl-, trans- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 50 percent / NBS
2: 71 percent / Br2 / CHCl3 / 2 h / Heating
3: 85 percent / methanol; dimethylformamide / 3 h / Heating
4: 82 percent / various solvent(s) / 18 h / 180 °C
5: 1.) diisobutylaluminuim hydride, 2.) aq. HCl / 1.) hexane-benzene, 20 deg C, 3 h, 2.) MeOH-H2O
6: 95 percent / NaBH4 / tetrahydrofuran / 20 °C
7: 89 percent / 48percent aq. HBr / 4 h / Heating
8: KOH / tetrahydrofuran; H2O; ethanol / 70 h
9: 1.) n-BuLi, 3.) (CH3O)2CHBF4, 4.) KO-t-Bu / 1.) THF, hexane, 0 deg C, 3 min, 3.) CH2Cl2, -30 deg C, 4 h, 4.) THF, 0 deg C, 30 min
With
hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; potassium tert-butylate; hydrogen bromide; bromine; diisobutylaluminium hydride; dimethoxymethylium tetrafluoroborate;
In
tetrahydrofuran; methanol; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00373a036
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 45 percent / 1.) n-BuLi / diethyl ether; benzene / 1.) reflux, 1 h, 2.) reflux, 1.5 h
2: 96 percent / PBr3 / diethyl ether / 24 h
3: 15 percent / N-bromosuccinimide / CCl4 / 5 h
4: KOH / tetrahydrofuran; H2O; ethanol / 70 h
5: 1.) n-BuLi, 3.) (CH3O)2CHBF4, 4.) KO-t-Bu / 1.) THF, hexane, 0 deg C, 3 min, 3.) CH2Cl2, -30 deg C, 4 h, 4.) THF, 0 deg C, 30 min
With
potassium hydroxide; N-Bromosuccinimide; n-butyllithium; potassium tert-butylate; phosphorus tribromide; dimethoxymethylium tetrafluoroborate;
In
tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; water; benzene;
DOI:10.1021/ja00373a036