Ethylene Glycol → HCID 22722113, compound

Participants

Reaction Steps

N-Methoxy-N-methyl-5-formyl-2-methoxybenzamide (6.56 g, 29.4 mnmol), ethylene glycol (8.20 mL, 147 mmol), p-toluenesulfonic acid monohydrate (110 mg, 0.578 mmol) and toluene (100 mL) were mixed, and, while removing water generated using dean-stark apparatus, the mixture was refluxed for 4 hours. After allowed to stand for cooling, ethyl acetate was added, which was washed with saturated aqueous solution of sodium hydrogencarbonate and water in sequence. Then, the organic layer was dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel chromatography (eluate n-hexane:ethyl acetate=1:2 v/v) to obtain 6.60 g (84%) of the title compound as a colorless oil.

Provenance & Evidence