p-Toluenesulfonic acid → HCID 54305758, compound

Participants

Reaction Steps

The product (55.2 g) from step (i), in 2,6-lutidine (100 ml), was added to a solution of the product (118.5 g) from step (c) in 2,6-lutidine (400 ml). The reaction mixture was stirred for 1 hour and p-toluenesulfonic acid (9.0 g) was added and then refluxed with a Dean Stark trap for 17 hours. The reaction mixture was concentrated in vacuo and the residue was partitioned between 5% NaHCO3 and EtOAc. The organic layer was separated, dried and concentrated to get an oil which was chromatographed on silica gel, using hexane: EtOAc (85:15) as the eluant, to afford the title product (124.3 g) as an orange oil. 1H NMR consistent with the desired structure.

Provenance & Evidence