Continuously updated synthesis method about 14533-86-9

According to the analysis of related databases, 14533-86-9, the application of this compound in the production field has become more and more popular.

Related Products of 14533-86-9, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 14533-86-9 as follows.

General procedure: A mixture of benzylidenecyanoacetates 1 (X = COOR2,3 mmol), dialkyl malonate 2 (3 mmol), aromatic aldehyde 3 (3 mmol) and ammonium acetate (0.46 g, 6 mmol) was refluxed in methanol (10 mL) for 2 h. Then, the reaction mixture was cooled to – 10 C for 30 min. The target dialkyl (2SR,3RS,4RS,5SR)-3-cyano-6-oxo-2,4-diarylpiperidine-3,5-dicarboxylates 5 were isolated by simple filtration. Dimethyl(¡À)-3-cyano-6-oxo-2,4-diphenylpiperidine-3,5-dicarboxylate (5a) White solid. 1.02 g (87%). M.p 237-239 C. 1H-NMR (300.13 MHz DMSO-d6): 3.40(s, 3H, CH3O2C),3.51 (s, 3H, CH3O2C),4.10 (d, J = 12.4 Hz, 1H, CH), 4.20 (d,J = 13.3 Hz, 1H, CH), 5.41 (s, 1H, CH), 7.36-7.42 (m, 10H, 2Ph), 8.94 (s, 1H,NH) ppm. 13C-NMR (75.47 MHz, DMSO-d6): 47.5 (1C), 52.0 (1C), 52.4 (1C), 53.5(1C), 58.6 (1C), 60.7 (1C), 114.7 (1C), 127.4 (2C), 127.8 (2C), 128.6 (2C), 129.0(2C), 129.1 (1C), 129.5 (1C), 134.1 (1C), 134.8 (1C), 164.8 (1C), 165.3 (1C), 168.1(1C) ppm. IR (upsilonmax) (KBr) 3176, 3061, 2930, 2245, 1746, 1677, 1457 cm-1. MS(ESI) m/z (M + H)+ 393.1436, calcd. for C22H20N2O5 393.1445.

According to the analysis of related databases, 14533-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Vereshchagin, Anatoly N.; Karpenko, Kirill A.; Elinson, Michail N.; Goloveshkin, Alexander S.; Dorofeeva, Evgeniya O.; Egorov, Mikhail P.; Research on Chemical Intermediates; vol. 46; 2; (2020); p. 1183 – 1199;,
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