With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17261-28-8,2-(Diphenylphosphino)benzoic acid,as a common compound, the synthetic route is as follows.
17261-28-8, 2-(Diphenylphosphanyl)benzoic acid (0.50 g, 1.63 mmol) and 4-dimethylaminopyridine (DMAP, 20 mg, 0.163 mmol) were dissolved in CH2Cl2 (10 mL). Ethanol (0.29 mL, 4.89 mmol) was added, and the solution was placed under Ar(g) and cooled to 0¡ã C. N,N’-Diisopropylcarbodiimide (DIC, 0.25 mL, 1.63 mmol) was added dropwise, and the resulting solution was allowed to warm to room temperature and stirred overnight. The solution was then filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography, eluting with 10percent EtOAc(ethylacetate)/hexanes, to give phosphine 1a as a pale yellow solid (0.44 g, 1.32 mmol, 81percent yield). 2-(Diphenylphosphanyl)benzoic acid was purchased from Sigma-Aldrich (St. Louis, Mo.).Data for 1a: 1H NMR (400 MHz, CDCl3) delta=8.07 (m, 1H, Ar.), 7.44-7.25 (m, 12H, Ar.), 6.93 (m, 1H, Ar.), 4.22 (q, 2H, J=7.1 Hz, OCH2CH3), 1.21 (t, 3H, J=7.1 Hz, OCH2CH3). 13C NMR (100 MHz, CDCl3, 31P-coupled; 1H-decoupled, observed signals) delta=166.9, 140.8, 140.0, 138.1, 137.9, 134.8, 134.6, 134.3, 134.0, 133.8, 131.8, 130.6, 128.6, 128.5, 128.4, 128.2, 61.2, 14.0. 31P NMR (162 MHz, CDCl3) delta=-4.0. HRMS (ESI+) m/z calculated for (C21H20O2P)+ 335.1196, measured 335.1208.
As the paragraph descriping shows that 17261-28-8 is playing an increasingly important role.
Reference£º
Patent; Raines, Ronald Thaddeus; Myers, Eddie Leonard; US2010/125132; (2010); A1;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate