Methanesulfonyl chloride → Matairesinol Mesylate

Participants

Reaction Steps

Matairesinol (500 mg, 1.4 mmol) was dissolved in 50 ml pyridine. To the solution stirred at room temperature, mesyl chloride (Methanesulfonyl chloride, 642 mg, 5.6 mmol) was added dropwise. The mixture was heated and stirred at 50° C. for 3 h. The solvent was then removed under reduced pressure and the residue extracted with dichloromethane (50 ml) and water (2×25 ml). The organic phase was dried over NaSO4 and the solvent removed. The residue was chromatographed on a silica column using CHCl3:EtOAc (1:1) as eluent. Yield 543 mg, 75.5%, slightly yellow-brown oil, purity>90% (NMR).

Provenance & Evidence