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ChemicalBook CAS DataBase List 4-PIPERIDIN-1-YL-BENZALDEHYDE

4-PIPERIDIN-1-YL-BENZALDEHYDE synthesis

8synthesis methods
-

Yield: 92%

Reaction Conditions:

with water;sodium t-butanolate in toluene at 105; for 4 h;Schlenk technique;

Steps:

Palladium-catalyzed amination of aryl bromides
General procedure: An oven-dried Schlenk tube was charged with the aryl halide (2 mmol) and amine (2.5 mmol), FeOA-Pd (0.05 g, 0.04 mmol, 1.5 mol%), base (3 mmol), solvent (5 mL) and additive. The resulting mixture was stirred for the appropriate time and temperature. After reaction completion the reaction mixture was then cooled to room temperature and the catalyst separated using a magnet, taken up in Et2O (4 mL), and washed with brine (5 mL). The resulting solution was dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by flash chromatography on silica gel.

References:

Rafiee, Ezzat;Ataei, Ali;Joshaghani, Mohammad [Tetrahedron Letters,2016,vol. 57,# 2,p. 219 - 222]

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