Application of 6136-66-9, These common heterocyclic compound, 6136-66-9, name is (4-Iodophenyl)(phenyl)methanone, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 74. 4-(Triethoxysilyl)benzophenone (S57)[Rh(COd)(MeCN)2]BF4 (11.0 mg, 0.0300 mmol, 0.0300 equiv) and 4- iodobenzophenone (307 mg, 1.00 mmol, 1.00 equiv) were charged in 10 mL vial capped with a rubber septum. The vial was evacuated and backfilled with nitrogen. To this vial, DMF (4 mL), triethylamine (0.420 mL, 3.00 mmol, 3.00 equiv) and triethoxysilane (0.360 mL, 2.00 mmol, 2.00 equiv) were added. The reaction mixture was stirred at 80 0C for 2 h, then cooled to 23 0C. The mixture was diluted with ether (50 mL) and washed three times with water (3 x 20 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by Kugelrohr distillation to give 275 mg of the title compound as a colorless oil (80% yield). R/= 0.45 (hexanes/EtOAc 3:1 (v/v)). NMR Spectroscopy: 1H NMR (500 MHz, CDCl3, 23 0C, delta): 7.82-7.77 (m, 6H), 7.59 (t, / = 7.5 Hz, IH), 7.48 (dd, / = 7.5 Hz, 7.5 Hz, 2H), 3.90 (q, / = 7.0 Hz, 6H), 1.27 (t, / = 7.0 Hz, 9H). 13C NMR (125 MHz, CDCl3, 23 0C, delta): 196.84, 139.05, 137.29, 136.34, 134.66, 132.54, 130.11, 129.00, 128.28, 58.91, 18.21. Mass Spectrometry: HRMS-FIA (m/z): Calcd for [M + Na]+, 367.13361. Found, 367.13347.
The synthetic route of 6136-66-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; RITTER, Tobias; FURUYA, Takeru; TANG, Pingping; WO2010/59943; (2010); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com