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. 608-28-6, name is 2-Iodo-1,3-dimethylbenzene, A new synthetic method of this compound is introduced below., 608-28-6
Bis(triphenylphosphine) palladium(II) chloride (12.10 mg, 0.02 mmol) and methanol (2 mL) were added to a stirred suspension of 2-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-1,2,3-triazole (21, 96 mg, 0.34 mmol), cesium fluoride (157 mg, 1.03 mmol) and 2-iodo-1,3-dimethylbenzene (0.080 mL, 0.34 mmol) , degazed and under argon. The resulting suspension was heated at 120 C for 20 minutes on the microwaves apparatus.The mixture was adsorbed on silica gel with a methanolic solution of ammonia.The crude product was purified by flash chromatography on silica gel eluting with 10 to 30% ethyl acetate in petroleum ether. The solvent was evaporated to dryness to afford 4-(2,6-dimethylphenyl)-2-(tetrahydro-2H-pyran-2-yl)-2H-1,2,3-triazole (24, 80 mg, 90 %) as a pale colorless gum: UP-LCMS (tR = 0.68 min., purity = 100%), ESI+ m/z, no ion detected; 1H NMR (CDCl3, 500 MHz) delta (ppm) 7.60 (s, 1H), 7.20 (dd, J=7.8 Hz, 1H), 7.10 (d, J=7.6 Hz, 2H), 5.78 (dd, J=8.8, 2.4 Hz, 1H), 4.01 – 4.13 (m, 1H), 3.73 – 3.82 (m, 1H), 2.41 – 2.53 (m, 1H), 2.13 (s, 8H), 1.70 – 1.81 (m, 2H), 1.62 – 1.70 (m, 1H); 13C NMR (CDCl3, 126MHz) delta (ppm) 146.7, 138.2, 135.2, 130.3, 128.9, 127.9, 89.3, 67.7, 29.8, 25.2, 22.1, 21.1; HRMS m/z (ESI+) calculated for C15H19N3O: 174.10257; found: 174.10246 corresponding to M(-C5H8O)+
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:
Article; Davey, Paul R.J.; Delouvrie, Benedicte; Dorison-Duval, Delphine; Germain, Herve; Harris, Craig S.; Magnien, Francoise; Ouvry, Gilles; Tricotet, Thomas; Tetrahedron Letters; vol. 53; 50; (2012); p. 6849 – 6852;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com