Reference of 13985-15-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13985-15-4 name is 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
General procedure: To a gently refluxing solution of the anthracene (1a-1c) (1mmol) in 1,2-dichloroethane (50mL) was added portionwise 5-nitrobenzenediazonium-2-carboxylate (2.5mmol). When TLC showed that the starting anthracene was consumed, the reaction mixture was concentrated under reduce pressure. The residue was purified by flash column chromatography on silica gel with petroleum ether: CH2Cl2=4:1 (v/v) as eluent to yield the triptycene as a pale yellow solid. 2b: 67mg, 15% yield. 1H NMR (300MHz, CDCl3): delta 8.08 (s, 1H), 7.87 (d, 1H, J=6.9Hz), 7.37 (d, 1H, J=8.2Hz), 6.98 (s, 2H), 6.97 (s, 2H), 3.86 (s, 12H), 2.46 (s, 3H), 2.43 (s, 3H). 13C NMR (75MHz, CDCl3): delta 156.4, 151.2, 146.3, 146.2, 145.1, 140.4, 139.9, 120.9, 120.4, 115.0, 106.2, 106.0, 56.42, 56.38, 48.5, 48.3, 13.9, 13.7. EI-TOF-MS: m/z 447 [M]+. Anal. calcd. for C26H25NO6·0.1CH2Cl2: C, 68.75; H, 5.57; N, 3.07. Found: C, 68.81; H, 5.80; N, 2.97.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3,6,7-Tetramethoxy-9,10-dimethylanthracene, and friends who are interested can also refer to it.
Reference:
Article; Li, Peng-Fei; Han, Ying; Chen, Chuan-Feng; Chinese Chemical Letters; vol. 26; 7; (2015); p. 839 – 842;,
Ether – Wikipedia,
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