Triphenylphosphine → HCID 22181030, compound

Participants

Reaction Steps

To a solution of 1-t-butoxycarbonyl-4-hydroxypiperidine (10.2 g), ethyl 5-nitrosalicylate (10.7 g) and triphenylphosphine (17.3 g) in dichloromethane (200 ml) was added dropwise diethyl azodicarboxylate (10.4 ml) in an ice bath and the mixture was stirred at room temperature for 4 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using hexane/ethyl acetate=3/1 as an eluant to afford a yellow solid. A suspension of the solid in hexane was filtered to give the desired compound (12.3 g, yield 61%) as a white solid.

Provenance & Evidence