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. 53087-13-1, name is 1-(Benzyloxy)-3-bromobenzene, A new synthetic method of this compound is introduced below., Product Details of 53087-13-1
A 1 L round-bottomed flask was charged with 1-(benzyloxy)-3-bromobenzene (45.5 g, 173 mmol), tert-amyl alcohol (200 mL) and dioxane (400 mL), and the contents were sparged with N2 for 45 minutes. A 3 L round-bottomed flask was charged with potassium phosphate tribasic (92 g, 433 mmol), 1,3-cyclohexanedione (97 weight %, 20 g, 173 mmol), palladium(II) acetate (0.78 g, 3.5 mmol) and 2-(di-tert-butylphospino)-2?-methylbiphenyl (2.16 g, 6.9 mmol), and the contents were sparged with N2 for 45 minutes. The solution of 1-(benzyloxy)-3-bromobenzene was then transferred to the 1,3-cyclohexanedione mixture via cannula, and the reaction mixture was heated to reflux overnight. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate (600 mL) and 10% hydrochloric acid (600 mL) with mixing. The lower aqueous layer was separated and extracted with ethyl acetate (600 mL). The combined organic layers were washed with brine (2×100 mL) and concentrated under reduced pressure. The residue was taken up in toluene (300 mL) and again concentrated under reduced pressure. The residue was taken up in toluene (300 mL) and warmed to 50 C. After cooling to room temperature, the solids were collected by filtration, washed with toluene (2×50 mL) and dried in a vacuum oven at 50 C. to give the titled compound (44.6 g, 88%). 1H NMR (400 MHz, DMSO-d6) delta ppm 10.54 (bs, 1H), 7.46-7.28 (m, 5H), 7.19-7.13 (m, 1H), 6.84-6.79 (m, 1H), 6.75-6.72 (m, 1H), 6.71-6.66 (m, 1H), 5.03 (s, 2H), 2.76-2.13 (m, 4H), 1.99-1.86 (m, 2H); MS (CI-NH3) m/z 312.0 (M+NH4)+.
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; AbbVie Inc.; Reata Pharmaceuticals, Inc.; Donner, Pamela; Wagner, Rolf; Shanley, Jason; Heyman, Howard; Krueger, Allan; Chen, Hui-Ju; Rozema, Michael; Grampovnik, David; Visnick, Melean; Anderson, Eric; Jiang, Xin; Bender, Christopher F.; Bolton, Gary Louis; Caprathe, Bradley William; Lee, Chitase; Roark, William Howard; US2015/225397; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem