Ethylene Glycol → HCID 11106179, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of D,L-proline (5.00 g, 43.4 mmol), iodobenzene (7.39 g, 36.2 mmol), copper(I) iodide (0.41 g, 2.17 mmol), K3PO4 (15.4 g, 72.4 mmol), and ethylene glycol (4.49 g, 72.4 mmol) in 2-propanol (36 mL) was stirred at 85° C. for 24 h under argon atmosphere. The reaction mixture was cooled to room temperature and diluted with water. The mixture was acidified with 6 M hydrochloric acid solution (pH 3), and extracted with diethyl ether (300 mL), and the extract was washed with water, and saturated brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford a light brown solid. This solid was triturated with ethyl acetate and washed with diisopropyl ether successively to give the title compound (2.23 g, 27%) as a yellow solid.

Provenance & Evidence