Adding a certain compound to certain chemical reactions, such as: 16932-44-8, name is 2-Iodo-1,3-dimethoxybenzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 16932-44-8, name: 2-Iodo-1,3-dimethoxybenzene
General procedure: A 2.64 M solution of n-BuLi in hexane (0.4 mL, 1.0 mmol) was added dropwise to a solution of 4 (200 mg, 0.69 mmol) in DME (2 mL) at 0 C under Ar. The mixture was stirred at room temperature for 30 min, before CuCl (109 mg, 1.11 mmol) was added in one portion. Stirring was continued at room temperature for 1 h, before pyridine (0.53 mL, 6.4 mmol) and 3-iodoanisole (234 mg, 1.00 mmol) were added in one portion. Subsequently, the mixture was heated to 100 C for 45 h. After cooling, the reaction was quenched with 10% aq. HCl, before the insoluble materials were removed by filtration through Celite. The filtrate was extracted with AcOEt, and the organic fractions were washed with 10% aq. Na2S2O3 and brine, dried over Na2SO4, and concentrated. Purification by column chromatography on silica gel (eluent: n-hexane) afforded a mixture of 5 and unreacted 3-iodoanisole. A 1 M solution of TBAF in THF (0.79 mL, 0.79 mmol) was added to the mixture in 2 mL of dry THF, before the reaction mixture was stirred for 4 h at room temperature. The reaction was quenched with water and the reaction mixture was extracted with AcOEt. The organic layer was washed with brine, dried over Na2SO4, and concentrated. Purification by column chromatography on silica gel (eluent: n-hexane to n-hexane/AcOEt = 10/1, v/v) afforded 2b as a colorless solid in 67% yields over two steps.
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Reference:
Article; Kaise, Asako; Ohta, Kiminori; Endo, Yasuyuki; European Journal of Medicinal Chemistry; vol. 122; (2016); p. 257 – 263;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com