Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 54132651, compound

Participants

Reaction Steps

A solution of (R)-4-[1-(3-cyclopentyloxy-4-methoxyphenyl)-2-(4-pyridyl)ethyl]-phenylacetaldehyde diethyl acetal from Step 4 (1.14 g, 2.33 mmol), pyridinium p-toluenesulfonate (0.761 g, 3.03 mmol) in acetone (30 mL) and water (1.3 mL) was heated to reflux for 20 h. It was then allowed to cool to room temperature, diluted with EtOAc, successively washed with 5% aqueous NaHCO3 (2×) and brine, dried (MgSO4) and concentrated. The residue was purified by column chromatography on silica (EtOAc/hexane 3:2→7:3→4:1→1:0) to afford the title compound as a white foam (0.381 g, 39%).

Provenance & Evidence