Adding a certain compound to certain chemical reactions, such as: 41789-95-1, name is 1-(3-Methoxyphenyl)-N-methylmethanamine, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 41789-95-1, Formula: C9H13NO
Example 11 2-((3-methoxy-N-methybenzylamino)methyl)-1H-anthra[1,2-d]imidazole-6,11-dione (CL09) Compound CL01 (1.18 g, 4 mmole) and DIPEA (1.4 mL, 8 mmole) were stirred in 30 mL anhydrous tetrahydrofuran (THF) for 10 minutes. Then, 3-methoxy-N-methybenzylamine (1.19 mL, 8 mmole) was added thereto. The mixed solution was reacted by heating under reflux for 6 hours. After completion of reaction, the mixed solution was concentrated under reduced pressure (by reduced pressure concentrator such as Vacuum Evaporator). Then the concentrated mixture was extracted with ethyl acetate/H2O. The extract was dried by MgSO4 and concentrated under reduced pressure to obtain a crude product. The crude product was recrystallized in ethyl acetate/n-hexane, the mixture was filtered to collect the crystal which was rinsed with acetone to obtain a yellowish brown compound. Mol. Wt.: 411.4525 (C25H21N3O3); Yield: 39%; Mp: 150-151 C.; Rf: 0.79 (ethyl acetate:dichloromethane:methanol=2:2:1); HRMS (ESI) m/z calcd for C25H21N3O3+[M]+: 411.1583. Found: [M+H]+=412.1701, [M+Na]+=434.1519. 1H-NMR (300 MHz, CDCl3) delta (ppm): 2.44 (s, 3H, -N-CH3), 3.74 (s, 2H, -CH2-), 3.86 (s, 3H, -O-CH3), 4.01 (s, 2H, -CH2-), 6.83 (d, J=7.8 Hz, 1H, Ar’-H), 7.03-7.00 (m, 2H, Ar’-H), 7.27 (t, J=6.9 Hz, 1H, Ar’-H), 7.77-7.80 (m, 2H, Ar-H8,9), 7.99 (d, J=8.4 Hz, 1H, Ar-H4), 8.17 (d, J=8.1 Hz, 1H, Ar-H5), 8.23-8.32 (m, 2H, Ar-H7,10); 13C-NMR (75 MHz, CDCl3) delta (ppm): 29.15, 42.87, 54.97, 55.27, 62.17, 113.85, 114.55, 118.40, 121.54, 121.64, 125.53, 126.63, 127.62, 128.82, 129.74, 130.13, 132.61, 133.53, 133.82, 134.13, 134.33, 149.00, 160.23, 182.99, 184.88.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(3-Methoxyphenyl)-N-methylmethanamine, and friends who are interested can also refer to it.
Reference:
Patent; HUANG, Hsu-Shan; US2011/207719; (2011); A1;,
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