Application of C9H11BrO

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Adding a certain compound to certain chemical reactions, such as: 33839-11-1, name is 4-Bromo-2-ethyl-1-methoxybenzene, belongs to ethers-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 33839-11-1, Quality Control of 4-Bromo-2-ethyl-1-methoxybenzene

178.1 A solution of 4-bromo-2-ethyl-1-methoxybenzene (J. Chem. Soc., Perkin Trans. 1, 1987, 1423; 2.13 g, 9.9 mmol) in THF (30 ml) was cooled to -78 C. A 1.6M solution of n-BuLi in hexane (7.42 ml, 11.9 mmol) was added slowly and the mixture was stirred for 1.5 h. at -78 C. The mixture was warmed slowly to -10 C. and subsequently again cooled to -78 C. DMF (2.29 ml, 29.7 mmol) was added slowly and the mixture was stirred for 1 h. at -78 C. and for 1 h. at 0 C. The reaction mixture was poured into ice-cold 3M HCl and extracted with diethyl ether. The organic phase was dried and filtered, and the filtrate was concentrated. The residue was purified by chromatography (SiO2, hexane/EtOAc 8_1=>2:1). There were obtained 690 mg (42%) of 3-ethyl-4-methoxy-benzaldehyde as a yellowish liquid.

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Reference:
Patent; Ackermann, Jean; Alig, Leo; Chucholowski, Alexander; Groebke, Katrin; Hilpert, Kurt; Kuehne, Holger; Obst, Ulrike; Weber, Lutz; Wessel, Hans P.; US2001/1799; (2001); A1;,
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