859299-66-4 (4,5-二溴-1,2-二苯甲酸甲酯,Dimethyl 4,5-dibromophthalate)

149-73-5

_98%

反应条件：

1.1 Reagents: Sulfuric acid Solvents: Methanol ; rt; 8 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water

参考文献：

Didehydroisobenzofuran: A New Reactive Intermediate for Construction of Isoacenofuran

Matsuoka, Suguru; et al, Chemistry - A European Journal, 2018, 24(71), 18886-18889

合成路线：1 步

_87%

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 2 h, 0 °C; 0 °C → reflux

参考文献：

Studies on the synthetic process of 4,5-dicyano dimethyl phthalate

Zhang, Fei; et al, Advanced Materials Research (Durnten-Zurich, 2014, 1053, 252-256

合成路线：1 步

_81%

反应条件：

1.1 Reagents: Thionyl chloride ; 0 °C; 36 h, reflux

参考文献：

Preparation of substituted triphenylenes via nickel-mediated Yamamoto coupling

Schroeder, Zachary W.; et al, RSC Advances, 2021, 11(62), 39564-39569

合成路线：1 步

反应条件：

1.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, reflux

参考文献：

Synthesis of Core-Modified Third-Generation Light-Driven Molecular Motors

Berrocal, Jose Augusto ; et al, Journal of Organic Chemistry, 2020, 85(16), 10670-10680

合成路线：1 步

_65%

反应条件：

1.1 Reagents: Nitric acid Solvents: Water ; overnight, 170 °C; 170 °C → rt
1.2 Solvents: Water ; pH 14, rt
1.3 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, reflux

参考文献：

Synthesis of Core-Modified Third-Generation Light-Driven Molecular Motors

Berrocal, Jose Augusto ; et al, Journal of Organic Chemistry, 2020, 85(16), 10670-10680

合成路线：1 步

95-47-6

参考文献：

Synthesis and Self-Assembly of Liquid Crystalline Triphenylenedicarboxythioimides

Psutka, Katie M.; et al, Journal of Organic Chemistry, 2019, 84(17), 10796-10804

合成路线：3 步

95-47-6

反应条件：

1.1 Reagents: Bromine Catalysts: Iodine ; 0 °C; overnight, 0 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water
2.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ; 7 h, rt → reflux; reflux → rt
2.2 Reagents: Sodium hydroxide , Sodium pyrosulfite Solvents: Water ; pH 12
2.3 Reagents: Hydrochloric acid ; pH 1
3.1 Reagents: Thionyl chloride ; 0 °C; 36 h, reflux

参考文献：

Preparation of substituted triphenylenes via nickel-mediated Yamamoto coupling

Schroeder, Zachary W.; et al, RSC Advances, 2021, 11(62), 39564-39569

合成路线：3 步

95-47-6

反应条件：

1.1 Reagents: Iodine , Bromine ; 2 h, 0 °C; 24 h, rt
2.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ; 6 h, reflux; reflux → rt
2.2 Reagents: Sodium bisulfite ; rt
2.3 Reagents: Sodium hydroxide ; pH 12, rt
2.4 Reagents: Hydrochloric acid Solvents: Water ; acidified
3.1 Reagents: Thionyl chloride Solvents: Methanol ; 2 h, rt; 72 h, rt

参考文献：

Photoswitching of the third-order nonlinear optical properties of azobenzene-containing phthalocyanines based on reversible host-guest interactions

Chen, Zihui; et al, Journal of Photochemistry and Photobiology, 2009, 206(2-3), 213-219

合成路线：2 步

反应条件：

1.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Water ; 7 h, rt → reflux; reflux → rt
1.2 Reagents: Sodium hydroxide , Sodium pyrosulfite Solvents: Water ; pH 12
1.3 Reagents: Hydrochloric acid ; pH 1
2.1 Reagents: Thionyl chloride ; 0 °C; 36 h, reflux

参考文献：

Preparation of substituted triphenylenes via nickel-mediated Yamamoto coupling

Schroeder, Zachary W.; et al, RSC Advances, 2021, 11(62), 39564-39569

合成路线：2 步

反应条件：

1.1 Reagents: Nitric acid Solvents: Water ; overnight, 170 °C; 170 °C → rt
1.2 Solvents: Water ; pH 14, rt
2.1 Reagents: Thionyl chloride Solvents: Methanol ; 0 °C; overnight, reflux

参考文献：

Synthesis of Core-Modified Third-Generation Light-Driven Molecular Motors

Berrocal, Jose Augusto ; et al, Journal of Organic Chemistry, 2020, 85(16), 10670-10680

合成路线：2 步