Hydrochloric Acid → HCID 10333006, compound

Participants

Reaction Conditions

Reaction Steps

Into a 500 ml four-neck flask were charged 66.9 g (0.682 mol) of maleic anhydride, 150 ml of chlorobenzene, 71.6 ml (0.546 mol) of diethyl sulfate under a nitrogen atmosphere. Then, the whole was cooled to 10° C. or lower and 67.6 g (0.507 mol) of aluminum chloride was added thereto. While temperature was maintained at 10 to 15° C., 25 ml (0.195 mol) of 1,2-dimethoxybenzene was added dropwise, followed by 4 hours of reaction. After termination of the reaction was confirmed by HPLC analysis, the reaction solution was added dropwise to 200 ml of a 1N hydrochloric acid aqueous solution cooled to 0° C. to decompose excess aluminum chloride. After liquid separation, the organic layer was washed with 200 ml of a 10% sodium bicarbonate aqueous solution to remove excess maleic anhydride. After the solvent was removed by evaporation under reduced pressure, the residue was crystallized from 5 ml of ethanol to obtain 36.2 g (yield 70.3%) of the aimed compound as light yellow crystals. As a result of HPLC analysis, the purity was found to be 99.8%.

Provenance & Evidence