4-Toluenesulfonyl chloride → HCID 87508152, compound

Participants

Reaction Steps

A mixture of 4,4-bis(hydroxymethyl)-[1,3]dithiane (405 mg, 2.25 mmol) and TsCl (1.29 g, 6.75 mmol) in anhydrous pyridine (4 mL) was stirred at rt for 48 h. Solvent was removed in vacuo and co-evaporated with toluene (3×3 mL). CH2Cl2 (40 mL) and sat aq NaHCO3 (40 mL) were added, the phases separated and the organic phase dried (Na2SO4), filtered and concentrated under reduced pressure. The residue obtained was flash chromatographed (35-55% EtOAc in light petroleum) to provide 4,4-bis(p-toluenesulphonyloxymethyl)-[1,3]dithiane (525) as a white solid material.

Provenance & Evidence