Ethylene Glycol → HCID 178460738, compound

Participants

Reaction Steps

5-iodopyridin-2-ol (1 g, 4.525 mmol), propane-2-thiol (689.3 mg, 840.6 μL, 9.050 mmol), ethylene glycol (842.9 mg, 757.3 μL, 13.58 mmol), CuI (172.4 mg, 0.9050 mmol) and potassium carbonate (1.877 g, 13.58 mmol) in IPA (7 mL) were heated under microwave conditions at 120° C. for 2 hours. The mixture was filtered through celite washing with DCM and the filtrate concentrated in vacuo. The residue was purified by column chromatography (ISCO Companion™, 40 g column, eluting with 0 to 100% EtOAc/Petroleum Ether, loaded in DCM). The fractions were combined and concentrated in vacuo and the residue redissolved in EtOAc (10 mL) and stirred with 0.5 g of 3-Mercaptopropyl ethyl sulfide Silica for 45 minutes. The silica was removed by filtration and the solvent removed in vacuo to give the sub-title compound as a beige oil which was used without further purification.

Provenance & Evidence