With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.23499-01-6,1-(4-Nitrophenyl)piperidin-4-one,as a common compound, the synthetic route is as follows.
In a 500 mL three-necked flask equipped with mechanical stirrer and oil bath, the toluene solution(about 400 mL) containing virtually 120.5 g intermediate(VI), 80 mL triethyl amine, 5.3 g dimethylaminopyridine(DMAP) are added. Under stirring at 25-30 0C, 57 mL acetic anhydride are added in 30 min. It is stirred at 25 0C for2.5 hours. Once the conversion was complete (monitored byGC analysis) , the mass is quenched by adding about 30 mL of 5% sodium bicarbonate aqueous solution. The phases are divided, and the organic phase is washed with 2×20 mL of5% sodium bicarbonate aqueous solution. The combined aqueous phases are washed with 3×100 mL toluene. Finally, the combined organic phases are washed with 20 ml water. The organic phase is concentrated under reduced pressure. The obtained residue is taken up with 280 mL MTBE. It is heated to complete dissolution, then it is cooled at T. A. and then at 10 0C by stirring for 2 hours. The obtained crystal (the possible trans diastereoisomer remains almost completely dissolved in the mother liquors) is filtered off by washing with 2×30 mL of cold MTBE. The reaction is dried at 35 0C in a ventilated oven, thus obtaining 95 g of product as a white crystal. Total yield (3 steps) = 65.3%, equal to an average yield for each step of about 87%. GC titre: 99.7% (A%) ; trans diastereoisomer, about 0.02%.
23499-01-6, As the paragraph descriping shows that 23499-01-6 is playing an increasingly important role.
Reference：
Patent; F.I.S. FABBRICA ITALIANA SINTETICI S.p.A.; MOTTERLE, Riccardo; ARVOTTI, Giancarlo; BERGANTINO, Elisabetta; CASTELLIN, Andrea; FOGAL, Stefano; GALVAGNI, Marco; WO2010/100215; (2010); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem