Hydrochloric Acid → HCID 58237158, compound

Participants

Reaction Steps

To a round bottom flask was added 9-(3-chloro-phenyl)-1,4-dioxa-9-aza-dispiro[4.1.4.3]tetradecan-8-one from step 4 (0.45 g, 0.84 mmol), THF (10.2 mL), and 2N aqueous HCl (7.0 mL). After stirring at rt overnight, the reaction mixture was diluted with ethyl acetate (60 mL). The organic layer was washed with water and brine, dried over Na2SO4, and concentrated under reduced pressure to afford 0.38 g (97%) of the title compound, 2-(3-chloro-phenyl)-2-aza-spiro[4.5]decane-1,7-dion, as a white solid, which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3): δ7.74 (t, J=2.0 Hz, 1H), 7.52 (ddd, J=8.3, 2.2, 1.0 Hz, 1H), 7.29 (t, J=8.1 Ha, 1H), 7.13 (ddd, J=8.1, 2.0, 1.0 Hz, 1H), 3.72-3.81 (m, 2H), 2.73 (dd, J=13.9, 1.0 Hz, 1H), 2.35-2.50 (m, 2H), 2.29 (dt, J=13.9, 1.7 Hz, 1H), 2.12-2.22 (m, 2H), 2.02-2.07 (m, 2H), 1.71-1.89 (m, 2H). ESI-MS m/z: 278 (M+H)+.

Provenance & Evidence