Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., SDS of cas: 450-88-4
To a mixture of magnesium (0.79 g, 32.5 mmol) and lithium chloride (1.52 g, 35.80 mmol) in THF (33 ml) at room temperature was added 1-bromo-4-fluoro-2-methoxybenzene (3.13 mL, 24.39 mmol) and the reaction was stirred at 70 C for 1.5 hr. The reaction was then cooled to 0 C, and Fe(acac)3 (0.574 g, 1.63 mmol) was added. After 1 minute, allyl chloride (1.33 mL, 16.26 mmol) was added and the reaction was stirred at 0 C for 30 min. The mixture was warmed to room temperature over 1 hr and was heated at 70 C overnight. The reaction was cooled and diluted with petroleum ether (100 mL). The reaction was then quenched by the addition of a saturated NH4Cl solution (100 mL). The mixture was filtered through a Celite pad and the layers were separated. The aqueous layer was extracted with petroleum ether (2 x 100 mL) and the combined organic phases were dried over Na2SO4 and carefully concentrated (25 C, 250 mbar). The residue was purified by Isco chromatography (100% pet ether as the eleuent) to provide (E,Z)-4-fluoro-2- methoxy-1-(prop-1-en-1-yl)benzene (2.25 g, 83 % yield) as a colorless oil. This mixture was approximately a 3:1 mixture of E and Z isomers with a trace of the allyl isomer present. This material was used directly in the next step.1H NMR (400 MHz, CDCl3) delta 7.31 (dd, J = 8.3, 6.8 Hz, 1H), 6.65- 6.53 (m, 3H), 6.14 (dq, J = 15.8, 6.6 Hz, 1H), 3.82 (s, 3H), 1.88 (dd, J = 6.6, 1.7 Hz, 3H).19F NMR (376 MHz, CDCl3) delta -113.30.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; DOW AGROSCIENCES LLC; BUCHAN, Zachary A.; LU, Yu; JONES, David M.; MEYER, Kevin G.; YAO, Chenglin; (110 pag.)WO2018/44996; (2018); A1;,
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