With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10315-06-7,Methyl 1-benzylpiperidine-4-carboxylate,as a common compound, the synthetic route is as follows.
Synthesis of the intermediate compound 6 was carried out according to the previously reported procedure [37] . n-Butyllitium solution (19 mL, 1.6 M in hexane) was added to 6.8 g of 4-bromobenzotrifluride 2 (30 mmol) in diethyl ether. To this mixture 2.4 g (10 mmol) of methyl-1-benzylpiperidine-4-carboxylate 1 were added dropwise at 5 C. The reaction mixture was stirred at room temperature for 1 h and at 45 C for 2 h. The crude product was obtained according to the reported procedures, and purified by silica gel flash column chromatography using 0-50% ethyl acetate/hexane as eluent to yield a brown solid. (4.4 g, 77% yield). 1H NMR (CDCl3): delta 7.64 (m, 8H, 2 * trifluromethylphenyl ArH), 7.33-7.30 (m, 5H, Benzyl ArH) 3.56 (s, 2H, Benzylic CH2), 3.00-2.97 (m, 2H, N-CH2-CH2), 2.54 (t, J = 11.6 Hz, 1H, N-CH2-CH2-CH), 2.10-2.07 (m, 2H, N-CH2-CH2), 1.60-1.45 (m, 4H, 2 * N-CH2). 13C NMR (CDCl3) delta 150.9, 149.6, 139.4, 128.4 (2C), 128.1 (4C), 127.3 (2C), 126.1 (2C), 125.8 (2C), 125.3 (3C), 125.2 (2C), 81.4, 62.7, 53.8 (2C), 43.8, 26.2 (2C). HRMS (ESI) m/z: calcd for C27H25F6NO [M + H]+ 494.1919; found 494.1883.
10315-06-7, The synthetic route of 10315-06-7 has been constantly updated, and we look forward to future research findings.
Reference：
Article; Kondengaden, Shukkoor M.; Luo, Liu-fei; Huang, Kenneth; Zhu, Mengyuan; Zang, Lanlan; Bataba, Eudoxie; Wang, Runling; Luo, Cheng; Wang, Binghe; Li, Keqin Kathy; Wang, Peng George; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 382 – 393;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem