Ammonia → HCID 21523329, compound

Participants

Reaction Steps

10 ml of 48% hydrobromic acid is added to 1 g of 1-phenyl-2-(N-benzyl)amino-3,4-dimethyl-6-ethoxy-3-hexene obtained according to the procedure described in Example 13 and the mixture is refluxed for 5 minutes. After cooling, the mixture is neutralized with an aqueous ammonia and extracted with ethyl ether. The ether layer is washed with water and dried with sodium sulfate. The solvent is removed by distillation. The residue is dissolved in 10 ml of acetone. 1 g of sodium hydrogen carbonate is added to the solution and refluxed for 5 hours. Insoluble matters are removed by filtration. The solvent is distilled off. The residue is purified by a silica gel chromatography using chloroform, methanol and acetic acid (90:10:5). As the result, 0.2 g of 1,2-dibenzyl-3,4-dimethyl-1,2,5,6-tetrahydropyridine is obtained. The free amine is dissolved in acetone and oxalic acid is added to the solution to obtain the oxalate of 1,2-dibenzyl-3,4-dimethyl-1,2,5,6-tetrahydropyridine.

Provenance & Evidence