3,4,5-三甲氧基甲苯合成路线 （共 96 条）
反应条件
potassium
1.) THF, rt, 24 h; 2.) 0 deg C, 4 h; Yield given. Multistep reaction;
参考文献
Azzena, Ugo; Cossu, Sergio; Denurra, Teresa; Melloni, Giovanni; Piroddi, Anna Maria
Tetrahedron Letters, 1989 , vol. 30, # 13 p. 1689 - 1690
反应条件
dihydrogen peroxide; acetic acid; sodium bromide in water
T=40°C; 2 h;
参考文献
Wang, Jin; Yang, Jian; Yang, Bo; Hu, Xiao; Sun, Jia-Qiang; Yang, Tao
Journal of Chemical Research, 2010 , vol. 34, # 12 p. 717 - 718
反应条件
bromine; sodium acetate; acetic acid in tetrachloromethane
T=10 - 20°C; 2.5 h; Inert atmosphere;
参考文献
Wang, Xin; Fu, Jian-Min; Snieckus, Victor
Helvetica Chimica Acta, 2012 , vol. 95, # 12 p. 2680 - 2694
反应条件
1.1: POCl3 / 40 - 80 °C
2.1: p-TsOH; H2O2 / methanol / 2.75 h / 30 °C
2.2: Na2Cr2O7 / H2O; methanol / 1.5 h / 20 °C
3.1: acetic acid / 6 h / 20 °C
4.1: NaH / tetrahydrofuran / 0.5 h / 0 °C
4.2: tetrahydrofuran / 6.5 h / 0 °C
5.1: 17.2 g / 3 h / 85 °C / 7.5 Torr
View Scheme
参考文献
Lu, Liang; Chen, Fener
Synthetic Communications, 2004 , vol. 34, # 22 p. 4049 - 4053
反应条件
1: 2.5 g / AlCl3 / diethyl ether / 10 °C / overnight
2: 0.7 g / Na / 4 h / Heating
3: 0.18 g / K2CO3 / acetone / 1 h / Heating
View Scheme
参考文献
Ahluwalia, V. K.; Mukherjee, Irani
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1984 , vol. 23, # 3 p. 272 - 273
反应条件
1: POCl3
2: AlCl3
3: Zn-Hg, aq. HCl / toluene
4: (KO3S)2NO, aq. NaOAc
View Scheme
参考文献
Aquila,H.
Justus Liebigs Annalen der Chemie, 1969 , vol. 721, p. 220 - 222
反应条件
1: 64 percent / AlCl3 / diethyl ether / 3 h / 50 °C
2: 95 percent / sodium hydroxide; H2O2 / H2O; methanol / 0.83 h / 25 - 50 °C / Heating
3: 88 percent / NaClO3; sulfuric acid / V2O5 / H2O / 6 h / 20 °C
View Scheme
参考文献
Yamazaki, Yasuhiro; Yasuda, Kengo; Matsuyama, Tensei; Ishihara, Takuya; Higa, Ryoko; Sawairi, Taira; Yamaguchi, Masahiko; Egi, Masahiro; Akai, Shuji; Miyase, Toshio; Ikari, Akira; Miwa, Masao; Sugatani, Junko
Biochemical Pharmacology, 2013 , vol. 86, # 5 p. 632 - 644
反应条件
1: 1.) AlCl3, 2.) 25percent methanolic KOH / 1.) nitrobenzene, 0 deg C, 16 h, RT, 1.5 h
2: 55.4 percent / Zn-Hg, conc. HCl / toluene / 15 h / Heating; other reagent: H2, 5percent Pd/C
View Scheme
参考文献
Takeda Chemical Industries
Patent: FR2269333DE2519730 , 19751975 ;
Chem.Abstr., 1976 , vol. 84, # 58928
反应条件
1: 1.) AlCl3, 2.) 12percent methanolic KOH / 1.) nitrobenzene, 0 deg C, 6 h, RT, 64 h
2: 53.6 percent / ON(SO3K)2, KH2PO4 / acetone; H2O / 3 h / Ambient temperature
View Scheme
参考文献
Takeda Chemical Industries
Patent: FR2269333DE2519730 , 19751975 ;
Chem.Abstr., 1976 , vol. 84, # 58928
反应条件
1: 96 percent / 57percent HI, 30percent aq. H3PO2 / Heating
2: 82 percent / molecular sieves 4 Angstroem / Amberlite IR 120-plus / benzene / Heating
3: K2CO3 / Bu4NHSO4 / acetone / 24 h / Heating
4: TsOH / methanol; H2O / 16 h / Ambient temperature
5: 91 percent / K2CO3 / acetone / 15 h / Heating
6: 96 percent / H2 / 10percent Pd/C / tetrahydrofuran / 6 h / Ambient temperature
7: 92 percent / K2(SO3)2NO, KH2SO4 / benzene; H2O / 3 h / Ambient temperature
8: 100 percent / CH2Cl2 / 96 h / Ambient temperature
9: 1.) KOBu-t / 1.) Et2O, -40 deg C, 30 min, 2.) Et2O, -70 deg C to room temp.
10: 100 percent / 3 h / 80 °C / 7.5 Torr
View Scheme
参考文献
Merz; Rauschel
Synthesis, 1993 , # 8 p. 797 - 802
