Ethylene Glycol → HCID 178509630, compound

Participants

Reaction Conditions

Reaction Steps

CuI (20 mg, 0.104 mmol), K2CO3 (573 mg, 4.15 mmol), the product of Step 2 (770 mg, 2.0 mmol), and 4-chlorobenzenethiol (330 mg, 2.2 mmol) were added to a flask, which was flushed with N2. 2-Propanol (8 mL) and ethylene glycol (0.23 mL, 4.15 mmol) were added. The reaction mixture was heated at 80° C. for 24 h. Then the reaction was diluted with EtOAc, filtered, concentrated, and the residue was subject to silica column chromatography (5-25% EtOAc in hexanes) to give the title compound. 1H NMR (500 MHz, (CD3OD): 8.08 (m, 1H), 8.01 (d, 2H), 7.78 (d, 2H), 7.47 (m, 4H), 7.24 (d, 2H), 7.17 (d, 2H). LCMS: m/z 388.0 (M+H)+.

Provenance & Evidence