Hydrochloric Acid → HCID 58381236, compound

Participants

Reaction Steps

HCl (1M solution in ethanol; slight excess) was added to a solution of 2d (42.0 mg, 0.102 mmol) in EtOH (1.0 mL) at room temperature. After ˜10 min, the resulting mixture was concentrated in vacuo to afford crude g. The residue was dissolved in DCM (1.5 mL), and to this solution was added N-Boc-4-piperidinemethanol (68.0 mg, 0.315 mmol), triphenylphosphine (132 mg, 0.505 mmol), and diethyl azodicarboxylate (80.0 μl, 0.511 mmol). After maintaining the reaction mixture at room temperature for 17 h, second portions of N-Boc-4-piperidinemethanal (68.0 mg, 0.315 mmol), triphenylphosphine (132 mg, 0.505 mmol), and diethyl azodicarboxylate (80.0 μl, 0.511 mmol) were added. The resulting solution was aged for another 5.5 μl, and then purified directly by flash chromatography on silica gel (gradient elution; 0%-50% EtOAc/hexanes as eluent) to afford 2h.

Provenance & Evidence