Reference of 27060-75-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.
A dry, stir bar-equipped, 3-neck 250 mL round bottom flask was fitted with a reflux condenser and put under nitrogen. 77 1-bromo-4-methoxy-2-methylbenzene (1.39 mL, 2.011 g, 10.0 mmol, 1.00 eq), 121 CCl4 (20.0 mL, 0.50 Molar, not degassed), 122 N-bromosuccinimide (recrystallized, 2.67 g, 15.0 mmol, 1.50 eq), and 123 benzoyl peroxide (0.121 g, 0.50 mmol, 5 mol %) were added by briefly removing a septum while under positive nitrogen pressure. The reaction was heated to reflux for 18 hours. (0187) The next day, the reaction was filtered through a silica gel plug, rinsing with 10/1 Hex/Et2O. The crude product was purified by normal phase column chromatography (5 cm diameter, 300 mL silica gel, isocratic 4/1 Hex/DCM), giving SI-3 as a fluffy, slightly off-white powder (1.404 g, 5.015 mmol, 50% yield). (0188) 1H NMR (500 MHz, CDCl3) delta 7.45 (d, J=8.8 Hz, 1H), 6.99 (d, J=3.0 Hz, 1H), 6.74 (dd, J=8.8, 3.0 Hz, 1H), 4.56 (s, 2H), 3.80 (s, 3H). 13C NMR (126 MHz, CDCl3) delta 159.28, 137.90, 134.06, 116.67, 116.27, 114.85, 55.71, 33.61. HRMS (EI+) Calculated for C8H8OBr2: 277.89422; Found: 277.89402.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-methoxy-2-methylbenzene, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; The Board of Trustees of the University of Illinois; BURKE, Martin D.; CROUCH, Ian; LEHMANN, Jonathan; PALAZZOLO, Andrea; SIMONS, Claire; US2018/305381; (2018); A1;,
Ether – Wikipedia,
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