Sodium Hydroxide → HCID 71226868, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of ethyl 2-(1-oxo-3,4-dihydro-1H-spiro[naphthalene-2,4′-piperidine]-1′-yl)acetate (71 mg, 0.236 mmol) in EtOH (2 mL) at 25° C. was added NaOH (2 N, 1.39 mL, 2.78 mmol). After being stirred at 25° C. for 16 h, the reaction mixture was extracted with 5 mL of CH2Cl2. The aqueous layer was basified with 2 M HCl to pH 5, and extracted three times with 10 mL of ethyl acetate, dried over Na2SO4 and concentrated. The crude product was purified by flash chromatography (gradient of 100% CH2Cl2 to 90:10 CH2Cl2/ethyl acetate over 20 min) to give the title compound (37 mg, 0.135 mmol). MS calculated for C16H20NO3 274.3. found (ESI) m/z 271.4 (M+H)+, retention time 0.93 min.

Provenance & Evidence