Triphenylphosphine → (RS)-N-(4-cyano-benzyl)-2-methoxy-2-[4-(1-methyl-piperidin-4-yloxy)-phenyl]-acetamide

Participants

Reaction Conditions

Reaction Steps

(RS)-N-(4-Cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamide (example 21.2, 0.406 g) was dissolved in THF (12 ml). Triphenylphosphine (0.539 g) and 4-hydroxy-N-methylpiperidine (0.237 g) were added. The reaction mixture was cooled to 0° C. Slowly, DEAD (0.384 g) was added. The reaction mixture was stirred at 0° C. for 30 min and at rt for 5 days. The solvent was evaporated and the product was purified by chromatography (silicagel, mobile phase: gradient from CH2Cl2 to CH2Cl2/MeOH 4:1) to give (RS)-N-(4-cyano-benzyl)-2-methoxy-2-[4-(1-methyl-piperidin-4-yloxy)-phenyl]-acetamide as a colorless foam (0.241 g). MS 394.4 ([M+H]+)

Provenance & Evidence