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. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Bromo-4-methoxynaphthalene
2-(4-Methoxy-1-naphthyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (S2). 4,4,5,5-Tetramethyl-1,3,2-dioxaborolane (1.92 mL, 15.00 mmol) was added dropwise to a solution of 1-bromo-4-methoxynaphthalene S1 (1.19 g, 5.00 mmol), NEt3 (2.79 mL, 20 mmol) and Pd(ddpf)Cl2.CH2Cl2 (510 mg, 0.625 mmol) in anhydrous dioxane (15 mL) and the reaction mixture heated at 100 C. for 23 h. After cooling to room temperature, the reaction was quenched cautiously with water (20 mL) and extracted with CH2Cl2 (3¡Á35 mL). The combined organic extracts were washed with brine (50 mL), dried (Na2SO4) and concentrated under reduced pressure. Purification by flash chromatography (SiO2; EtOAc/heptane; 0-30%) afforded the pinacol ester as an off-white solid (1.09 g, 77%). 1H NMR (400 MHz, CDCl3) delta=1.41 (s, 12H), 4.02 (s, 3H), 6.82 (d, J=7.8 Hz, 1H), 7.43-7.48 (m, 1H), 7.53-7.57 (m, 1H), 8.04 (d, J=7.8 Hz, 1H), 8.28 (dd, J=0.9, 8.3 Hz, 1H), 8.75 (d, J=8.3 Hz, 1H). 13C NMR (100 MHz, CDCl3) delta=25.1, 55.6, 83.5, 103.3, 122.1, 125.0, 125.5, 127.0, 128.3, 137.0, 138.3, 158.3. HRMS (ESI+) (m/z): [M+H]+ calcd. for C17H22BO3, 285.1657; found, 285.1643.
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5467-58-3.
Reference:
Patent; Hadjifrangiskou, Maria; Almqvist, Fredrik; Shaffer, Carrie L.; Good, James; (66 pag.)US2017/233409; (2017); A1;,
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