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. 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, A new synthetic method of this compound is introduced below., Computed Properties of C10H14O3
To a two-necked round-bottom flask containing a solution of (CH2O)n (0.030 g, 1 mmol) and HCl (37%, 0.5 mL) in AcOH (5 mL) was added, by means of a syringe pump (rate=10 mL/h), a solution of 3,4,5-trimethoxy-toluene (0.182 g, 1 mmol) in AcOH (5 mL) over a period of 30 min at 20 C. The solution was stirred for another 30 min. The mixture was then poured into EtOAc (40 mL) and washed with H2O (1×40 mL) and a saturated NaHCO3 aqueous solution (3×40 mL). The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo to give a transparent oil (0.209 g) containing 2-chloromethyl-3,4,5-trimethoxytoluene in 77% yield, and 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenyl-methane (23%) as the main by-product. Purification of 2-chloromethyl-3,4,5 trimethoxytoluene by alumina or silica gel chromatography was fruitless since 2-chloromethyl-3,4,5-trimethoxytoluene, in the presence of traces of H2O, reacted to give the corresponding benzyl alcohol. Using the NMR spectra of a pure sample of 2,2′,3,3′,4,4′-hexamethoxy-6,6′-dimethylbiphenylmethane as reference (see Supporting Information in Appendix E), the characteristic signals of 2-chloromethyl-3,4,5-trimethoxytoluene were detected in the NMR spectra of the final reaction mixture. 1H NMR (200 MHz, CDCl3, ppm): delta2.37 [s, 3H, CH3], 3.84-3.96 [9H, 3×OCH3], 4.68 [s, 2H, CH2], 6.52 [s, 1H, ArH]. 13C NMR (200 MHz, CDCl3, ppm): delta18.7, 38.6, 55.7, 60.6, 61.4, 109.3, 121.9, 133.4, 140.0, 152.2, 153.4. MS m/z (%): 230 (31), 215 (1), 195 (100), 180 (40), 165 (5), 150 (12), 137 (12), 120 (6), 105 (7), 91 (5), 77 (6), 66 (5).
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; Bjorsvik, Hans-Rene; US2008/287702; (2008); A1;,
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