Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 21388-17-0, name is 2-Ethyl-6-methoxynaphthalene, A new synthetic method of this compound is introduced below., Formula: C13H14O
6-Methoxy-2-ethylnaphthalene (1.8 g), ethanol (46 mg), TBP (73 mg, 1 equivalent), Pd(Xantphos)Cl2 (3.8 mg, 1 mol %), and benzene (1 mL) were added into a reaction kettle, into which 10 atm carbon monoxide was introduced. The reaction was heated to 120 C., and stirred at this constant temperature for 16 h. After the reaction was completed, carbon monoxide was discharged, and 102 mg carbonylated ester product was obtained by column chromatography, in a yield of 79%. 1HNMR (400 MHz, CDCl3) delta 1.29 (t, J=7.2 Hz, 3H), 1.67 (d, J=6.4 Hz, 3H), 3.77-3.84 (m, 4H), 4.21 (q, J=7.2 Hz, 2H), 7.22-7.24 (m, 2H), 7.40-7.43 (m, 2H), 7.87-7.90 (m, 2H); 13CNMR (100 MHz, CDCl3) delta13.7, 14.1, 40.8, 55.8, 61.6, 105.4, 126.1, 126.7, 128.5, 129.0, 129.4, 132.8, 133.0, 156.1, 173.7; HRMS (ESI) calcd. for C16H18NaO3 [M+Na]: 281.1154. found: 281.1150. The ester product obtained was dissolved in 1,4-dioxane. 6 N sodium hydroxide solution was added, and the reaction was heated to 60 C. After 2 h of reaction, the pH value was adjusted to 1 by adding 2 N hydrochloric acid. After removing the organic solvent under reduced pressure, 84 mg product naproxen was obtained by extraction with ethyl acetate, and the yield of hydrolysis was 92%.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences; Huang, Hanmin; Xia, Chungu; Xie, Pan; US2013/303798; (2013); A1;,
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