Sodium Hydroxide → HCID 89649628, compound

Participants

Reaction Steps

1M NaOH (2 mL; 2 mmol; 6.63 eq.) was added to a solution of 4-(2-methoxycarbonyl-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester (100 mg; 0.30 mmol; 1 eq.) in EtOH (2 mL) and the reaction mixture was stirred at room temperature for 16 hours then concentrated in vacuo. The residue was partitioned between DCM and 1M HCl and the two phases separated. The aqueous layer was extracted with DCM and the combined organic layers were dried over magnesium sulfate and concentrated in vacuo to afford the title compound (90 mg, 94%) as a white solid. HPLC (max plot) 98.9%; Rt 4.37 min. UPLC/MS: (MS−) 316.4 ([M−H]−).

Provenance & Evidence