Synthetic Route of 1459-93-4,Some common heterocyclic compound, 1459-93-4, name is Dimethyl isophthalate, molecular formula is C10H10O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Magnesium (6.53 g, 25.75 mmol) was suspended in anhydrous THF (50 mL). The solution was cooled at -5 C in a ice-salt bath and a solution of (E)-1-(3-bromobut-1-enyl)benzene 3 (5.43g, 25.75 mmol) in THF (30 mL) was added dropwise over 1h at such a rate that the internal reaction temperature did not exceed 0C. Upon completion of the addition, the reaction mixture was stirred for 1h from 0 to -10 C. The solution was cooled to – 80 C in a liquid nitrogen-acetone freezing mixture. A solution of dimethylisophthalate (5 g, 25.75 mmol) in THF (40 mL) was added dropwise during 1h with vigorous stirring. Then the mixture was stirred at room temperature overnight. A 10% aqueous solution of H2SO4 (100mL) was added to the cooled reactionmixture. Two phases separated and the aqueous layer was extracted with ether (2×50 mL). The combined ethereal extracts were successively washed with a saturated aqueousNaHCO3 solution, water and finally dried over anhydrous magnesium sulfate. After removal of solvent, the resulting residue was purified on a silicagel column eluted with hexane/ethyl acetate 20:1 to give the corresponding aryl ketone(77%). []D20 = – 5.2 (c 0.1 AcOEt) with spectral data identical to those of product from procedure 1.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Dimethyl isophthalate, its application will become more common.
Reference:
Article; Mezrai; Drici; Lesur; Kajima Mulengi; Wadouachi; Pilard; Letters in Organic Chemistry; vol. 11; 4; (2014); p. 259 – 267;,
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