Piperidine → 2-[4-(2-Methyl-3-piperidin-1-ylpropoxy)phenyl]-3-oxa-1-azaspiro[4.5]dec-1-ene

Participants

Reaction Steps

A solution of 2-[4-(3-chloro-2-methylpropoxy)phenyl]-3-oxa-1-azaspiro[4.5]dec-1-ene ax64 (0.35 g, 1.1 mmol, 1 eq) in acetonitrile (20 ml) is treated with potassium carbonate (0.3 g, 2.2 mmol, 2 eq), sodium iodide (0.01 g, 0.073 mmol, 0.07 eq) and piperidine (0.52 ml, 5.2 mmol, 4.7 eq), and the mixture is stirred at reflux for 5 days. After this time, the mixture is concentrated, taken up in ethyl acetate and washed with water. The organic layer is dried over magnesium sulfate and concentrated to dryness to give 0.36 g of a yellow oil. This crude product is purified by flash chromatography over silica gel (eluent: dichloromethane/methanol/ammonia 96:3.6:0.4) to give 0.13 g of 2-[4-(2-methyl-3-piperidin-1-ylpropoxy)phenyl]-3-oxa-1-azaspiro[4.5]dec-1-ene 38 as a colorless oil.

Provenance & Evidence