22065-85-6, 22065-85-6 1-Benzylpiperidine-4-carbaldehyde 89584, apiperidines compound, is more and more widely used in various.
With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22065-85-6,1-Benzylpiperidine-4-carbaldehyde,as a common compound, the synthetic route is as follows.
Example 1: Preparation of 2-[(E)-l-(l-benzyl-4-piperidyl)methylidene] -5,6-dimethoxy-l-indanone compound[62] 20 g of 5,6-dimethoxy-l-indanone and 23.27 g of l-benzyl-piperidine-4-carbaldehyde were added to 200 ml of tetrahydrofuran, and 6.75 g of sodium methoxide was added dropwise at 0 to 1O0C under nitrogen current. The resulting mixture was stirred at 0 to 1O0C for 15 minutes, and slowly warmed to a temperature of 20 to 250C and stirred for 3 hours. 160 ml of dichloromethane and 100 ml of purified water were added to the reaction mixture, and then adjusted to a pH range of 9.5 to 9.8 with 20% HCl. Then an organic phase was separated and distilled to remove a solvent. 60 ml of methanol was added to the residue, stirred at reflux for one hour, cooled to a temperature of 0 to 1O0C, and stirred for one hour. The resulting mixture was filtered, washed, and dried under a vacuum condition to obtain 36.53 g of a target compound (yield: 93.0%).[63] m.p. 175-1770C;[64] m/e 377.5 (parent ion);[65] 1U NMR (CDCl ) deltal.62~1.83 (m, 4H), 2.08-2.26 (m, 2H), 2.27-2.42 (m, IH),2.92-3.03 (m, 2H), 3.55-3.67 (m, 4H), 3.92 (s, 3H), 3.97 (s, 3H), 6.65 (d, IH), 6.89 (s, IH), 7.28 (s, IH), 7.30-7.39 (m, 5H) Example 2: Preparation of 2-[(E)-l-(l-benzyl-4-piperidyl)methylidene] -5,6-dimethoxy-l-indanone compound[68] 20 g of 5,6-dimethoxy-l-indanone and 23.27 g of l-benzyl-piperidine-4-carbaldehyde were added to 200 ml of tetrahydrofuran, and 8.50 g of sodium methoxide was added dropwise at 0 to 1O0C under nitrogen current. The resulting mixture was stirred at 0 to 1O0C for 15 minutes, and slowly warmed to a temperature of 20 to 250C and stirred for 3 hours. 160 ml of dichloromethane and 100 ml of purified water were added to the reaction mixture, and then adjusted to a pH range of 9.5 to 9.8 with 20% HCl. Then an organic phase was separated and distilled to remove a solvent. 60 ml of methanol was added to the residue, stirred at reflux for one hour, cooled to a temperature of 0 to 1O0C, and stirred for one hour. The resulting mixture was filtered, washed, and dried under a vacuum condition to obtain 33.86 g of a target compound (yield: 86.2%).
22065-85-6, 22065-85-6 1-Benzylpiperidine-4-carbaldehyde 89584, apiperidines compound, is more and more widely used in various.
Reference£º
Patent; DONG WHA PHARM. IND. CO., LTD.; WO2008/126995; (2008); A1;,
Piperidine – Wikipedia
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