spiro[3H-thiochromene-2,4'-piperidine]-4-one;hydrochloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of product from Step C (3.2 g, 0.0095 mol) in ethanol (50 ml) and 6 N HCl (50 ml) was heated at reflux. After 18 hours, the reaction was concentrated to dryness and the residue crystallized from ethanol to yield 2.9 g (92%) of product. at reflux the reaction was concentrated to dryness the residue crystallized from ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Under N2, a mixture of product from Step D (0.54 g, 0.002 mol), 2-vinylpyridine (0.62 g, 0.0059 mol), NaHCO3 (0.6 g, 0.0071 mol) in absolute ethanol (20 ml) was heated at reflux. After 24 hours, acetic acid (4 drops) was added and refluxing was continued. After 24 hours, H2O (20 ml), and 2-vinylpyridine (2 ml) were added. After another 72 hours at reflux, the reaction was concentrated to dryness. The residue was chromatographed on silica gel (Still column, 50 mm) and the product eluted with 5% CH3OH--CHCl3. The compound was crystallized as the hydrochloride salt from ethanol to yield 0.62 g (80%) of product. was heated at reflux refluxing After 24 hours After another 72 hours at reflux the reaction was concentrated to dryness The residue was chromatographed on silica gel (Still column, 50 mm) and the product eluted with 5% CH3OH The compound was crystallized as the hydrochloride salt from ethanol

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of product from Step C (3.2 g, 0.0095 mol) in ethanol (50 ml) and 6N HCl (50 ml) was heated at reflux. After 18 hours, the reaction was concentrated to dryness and the residue crystallized from ethanol to yield 2.9 g (92%) of product. at reflux the reaction was concentrated to dryness the residue crystallized from ethanol