Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 61367-62-2, name is 4-Bromo-3,5-dimethoxybenzyl alcohol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C9H11BrO3
To a round bottom flask was added (4-bromo-3,5-dimethoxyphenyl)methanol (compound 10, 0.5 g, 2.02 mmol) and NN-dimethylformamide (10 mL). The solution was cooled to 0 °C and sodium hydride (0.100 g of 60percent (w/w) in mineral oil, 2.61 mmol) was added and the reaction was stirred for 1 hour at room temperature. 1-Bromohexane (0.34 mL, 2.43 mmol) was added and the reaction was stirred overnight at room temperature. The reaction was quenched with water and concentrated in vacuo. The residue was taken up in ethyl acetate and washed using water, then brine. The organic layer was dried using sodium sulfate, filtered and concentrated in vacuo. The resulting oil was purified on silica gel using ethyl acetate and hexanes as eluent. Product 2-Bromo-5-((hexyloxy)methyl)-l,3- dimethoxybenzene (16, 0.378 g, 56percent yield) was isolated as a clear oil. LC-MS: tR=2.98 min; m/z+23=353.0, 355.0. 1H NMR (400 MHz, DMSO-d6) delta ppm 6.68 (s, 2 H) 4.43 (s, 2 H) 3.82 (s, 6 H) 3.42 (t, J=6.48 Hz, 2 H) 1.45 – 1.63 (m, 2 H) 1.16 – 1.40 (m, 6 H) 0.85 (t, J=1.00 (0438) Hz, 3 H).
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Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; RUMINSKI, Peter, G.; MEYERS, Marvin, L.; HEIER, Richard, F.; RETTIG, Michael, P.; DIPERSIO, John; (139 pag.)WO2018/85552; (2018); A1;,
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