Reference 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.
3-Ethynylaniline (3) (0.6 mL, 5.6 mmol) was dissolved in THF (15 mL) in the presence of n-butyllithium (1.6 M in hexane, 3.5 mL, 5.6 mmol) and the mixture was stirred at -78 C for 30 min, then dimethyl isophthalate (4) (1 g, 5.15 mmol) was added dropwise to the mixture and the solution was stirred overnight under N2. After removing solvent by evaporation, the crude product was purified by recrystallization from methanol to obtain 5 (1.3 g, 4.65 mmol, 90%). 1H NMR (300 MHz, DMSO-d6) delta 8.60 (s, 1H), 8.21 (m, 2H), 7.90 (m, 1H), 7.74 (d, J = 8.13 Hz, 1H), 7.66 (t, J = 7.80, 7.80 Hz, 2H), 7.37 (t, J = 7.88, 7.88 Hz, 1H), 7.28 (d, J =7.69 Hz, 1H), 3.97 (s, 3H), and 3.52 (s, 1H) ppm. 13C NMR (75 MHz, DMSO-d6) delta 166.24, 165. 32, 135.76, 134.33, 133.85, 132.62, 131.03, 130.43, 128.75, 128.44, 126.21, 126.02, 122.11, 121.78, 84.12, 83.78, and 50.07 ppm. ESI-MS m/z: Observed 278.25 [M-H]-, [M-H]- calcd = 278.09.
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; Choi, Yeonweon; Jung, Sung Ho; Lee, Areum; Seo, Moo Lyong; Jung, Jong Hwa; Bulletin of the Korean Chemical Society; vol. 36; 6; (2015); p. 1725 – 1728;,
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