Hexamethylenetetramine → HCID 21931734, compound

Participants

Reaction Steps

To a flame dried round bottom flask equipped with a nitrogen cap was added 83 mg (0.38 mmol) 6-methoxy-1,4,4-trimethyl-3,4-dihydro-1H-quinolin-2-one, 3 ml of trifluoroacetic acid and 53 mg (0.38 mmol) of hexamethylene tetraamine. The mixture was stirred under reflux for 1.5 hours and then cooled to ambient temperature. The reaction mixture was quenched with 30 ml of saturated aqueous bicarbonate solution and extracted with ethyl acetate (3×30 ml). The combined organics were then washed with brine followed by drying over sodium sulfate and evaporation in vacuo. The crude residue (64 mg; 68%) was used directly in the following step. Mass spectrum APCI m/e 248 (p+1).

Provenance & Evidence