Sulfuric Acid → HCID 86652333, compound

Participants

Reaction Steps

To a solution of 3-(ethoxycarbonyl)-1,1-dimethylpiperidinium iodide (5) (2.2 g, 6.9 mmol) in water (45 mL) was added conc. H2SO4 (1.0 mL). Dowex® (1×8, 200-400 mesh ‘Cl’) (2.0 g) was added to this solution. The resulting mixture was heated to reflux for 18 h. The resin was filtered off and the aqueous solution was concentrated. The resultant brown oil was triturated with isopropanol to form an off-white precipitate. The precipitate was washed with isopropanol until the color became white. The resulting white precipitate was dried under reduced pressure to give 1.0 g, 93% yield of the desired product. Positive mode ESI/MS: m/z=158 (M+H); confirmed by 1H NMR.

Provenance & Evidence