Some common heterocyclic compound, 3268-21-1, name is 1,4-Diiodo-2,3,5,6-tetramethylbenzene, molecular formula is C10H12I2, 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. Safety of 1,4-Diiodo-2,3,5,6-tetramethylbenzene
General procedure: Compound 1a, 1b, 3a, 3b, 7a, or 7b, 0.57 mmol, was added with vigorous stirring at 20C to a solution of 0.2 mL (2.6 mmol) of trifluoroacetic acid in 3 mL of methylene chloride, 136 mg (0.57 mmol) of lead(IV) oxide was then added, and the mixture was stirred for 2-70 h. When the reaction was complete, the mixture was treated with water (50 mL) and extracted with chloroform (3 ×50 mL). The combined extracts were washed with water, a saturated aqueous solution of NaHCO3, and water again and dried over Na2SO4, and the solvent was distilled off. The residue was subjected to silica gel column chromatography using petroleum ether-ethyl acetate as eluent. Given below are the yields of the isolated compounds. (2,5-Diiodo-3,4,6-trimethylphenyl)methanol (2a). Yield 35%, colorless crystals, mp 152-154C. 1H NMR spectrum, delta, ppm: 1.94 s (1H, OH), 2.62 s (3H, CH3), 2.64 s (3H, CH3), 2.73 s (3H, CH3), 5.01 s (2H, CH2). 13C NMR spectrum, deltaC, ppm: 28.6 (CH3), 29.4 (CH3), 29.9 (CH3), 70.3 (CH2), 111.4, 113.1, 138.3, 139.2, 139.8, 140.8. Mass spectrum: m/z 402[M]+. HRMS: found: 402.9059; calculated for C10H13I2O: [M + H]+ 402.9050.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3268-21-1, its application will become more common.
Reference:
Article; Sandzhieva; Aryamova; Sukharzhevskii; Grinenko; Vasilyev; Russian Journal of Organic Chemistry; vol. 54; 3; (2018); p. 397 – 402; Zh. Org. Khim.; vol. 54; 3; (2018); p. 393 – 398,6;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com