4-PIPERIDIN-4-YLMETHYL-PHENOL HYDROCHLORIDE synthesis

Yield:676528-97-5 42%

Reaction Conditions:

with sodium hydrogencarbonate in 1,4-dioxane;water at 20; for 2 h;

Steps:

37.a Tert-butyl 4-(4-hydroxybenzyl)pi peridi ne-I -carboxylate

A mixture of 4-(4-hydroxybenzyl)piperidine hydrochloride (0.38 g, 1 .67 mmol), di-tert35 butyl dicarbonate (0.37 g, 1.69 mmol) and sodium hydrogencarbonate (1.4 g, 16.70mmol) in a 1:1 mixture of 1,4-dioxane and water (20 mL) was stirred at room temperature for 2 hours. The reaction mixture was partitioned between water and ethyl acetate. The organic phase was separated, washed with additional water and brine, dried over sodium sulfate and the solvent was evaporated to dryness. The residue was purified by flash chromatography (n-hexane to n-hexane/ethyl acetate 6:4) to yield the title compound (205 mg, 42%) as a white solid.LRMS (mlz): 292 (M+1).

References:

WO2015/86693,2015,A1 Location in patent:Page/Page column 79; 80