Ethyl Acetate → HCID 178420355, compound

Participants

Reaction Steps

trans-4-(Dibenzylamino)cyclohexanol (200 mg), 2-(3-bromopropoxy)tetrahydro-2H-pyran (604 mg), powder potassium hydroxide (179 mg), and tetrabutylammonium bromide (44 mg) were suspended in xylene (2 mL), followed by stirring at room temperature for 2 hours. To the reaction mixture were added ethyl acetate and water, and the organic layer was extracted and washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by amino silica gel column chromatography (hexane:ethyl acetate=100:0-80:20) to obtain trans-N,N-dibenzyl-4-[3-(tetrahydro-2H-pyran-2-yloxy)propoxy]cyclohexanamine (174 mg).

Provenance & Evidence