Potassium Carbonate → N-diethoxyethyl-6-(4-phenylbutoxy)hexylamine

Participants

Reaction Steps

To a solution of 2.77 g (11.12 mmol) 6-(4-phenylbutoxy)hexylamine in 20 ml DMF is added 1.54 g (11.16 mmol) K2CO3 and 1.68 g (11.17 mmol) bromoacetaldehyde diethylacetal. After allowing the mixture to stand for 20 hr at 80° C., DMF is distilled off at reduced pressure, and the resulting crude product in 30 ml CH2Cl2 is washed with 30 ml H2O. The CH2Cl2 phase is dried on anhydrous Na2SO4, concentrated to dryness and the residue is purified by column chromatography on silica gel (gradient CH2Cl2/AcOEt 1:1 to AcOEt), thereby yielding 1.73 g (42.6 %) N-diethoxyethyl-6-(4-phenylbutoxy)hexylamine as an oil.

Provenance & Evidence