Yield:635699-06-8 80%

Reaction Conditions:

with sodium carbonate in 1,4-dioxane at 90; for 20 h;

Steps:

27.1

4-Benzyl-2-chloromethylmorpholine (500 mg, 2.22 mmol, Journal of Medicinal Chemistry, vol. 33, p. 1406 (1990)) was dissolved in dioxane (10 mL), and the solution was mixed with pyrrolidine (0.930 mL, 11.0 mmol) and sodium carbonate (2.0 g, 19.2 mmol), followed by stirring at 90° C for twenty hours. The reaction mixture was cooled and was mixed with water (50 mL) and chloroform (100 mL), followed by separation. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=5:1) and thereby yielded 4-benzyl-2-(pyrrolidin-1-ylmethyl)morpholine (460 mg, in a yield of 80%).

References:

EP1552842,2005,A1 Location in patent:Page/Page column 313