5931-53-3,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5931-53-3,Diphenyl(o-tolyl)phosphine,as a common compound, the synthetic route is as follows.
80 g (199.8 mmol in terms of sulfur trioxide) of fuming sulfuric acid containing 20% by mass of sulfur trioxide was placed in a 3-neck flask having an internal capacity of 200 ml, equipped with a thermometer, a stirring device, a dropping funnel, and a nitrogen gas line, and 27.65 g (100.07 mmol) of diphenyl(2-methylphenyl)phosphine (hereinafter referred to as a DPOTP) was added thereto for 1 hour. Further, the liquid temperature was controlled to a range of 25 C. to 30 C. After completion of the addition, the reaction was carried out at the same temperature for 2 hours. (0220) While controlling the liquid temperature to a range of 25 C. to 30 C., the reaction solution was diluted with 600 g of ion exchange water and then transferred to a separatory funnel, and 250 g of toluene and 250 g of tetrahydrofuran were added thereto, thereby acquiring an organic phase. To the organic phase was added 20 g of an aqueous 20%-by-mass sodium hydroxide solution to separate the organic phase, thereby acquire a lower phase. The lower phase was concentrated until the liquid amount reached 95 g in the range of 35 C. to 70 C. and 4 kPa to 55 kPa. A precipitate formed by stirring this concentrated solution at 10 C. for 1 hour was collected by filtration by natural filtering, thereby acquiring 23.53 g of a pale yellow solid. (0221) To this acquisition was added 120 g of ion exchange water to obtain an aqueous solution, and then 24 g of an aqueous 50%-by-mass sulfuric acid solution was added dropwise thereto. Further, 70 g of toluene and 70 g of tetrahydrofuran were added thereto, followed by sufficiently mixing, thereby acquiring an organic phase. To the organic phase was added 10.52 g (103.96 mmol) of triethylamine, followed by stirring in the range of 20 C. to 30 C. for 1 hour. This liquid was concentrated until the liquid amount reached 50 g in the range of 35 C. to 70 C. and 4 kPa to 55 kPa. A precipitate formed by stirring this concentrated solution at 10 C. for 1 hour was collected by filtration by natural filtering, thereby acquiring 15.36 g of a pale yellow solid. (0222) 31P-NMR (400 MHz, 305 K, DMSO-d6, phosphoric acid, ppm) delta: a diphenyl(6-methyl-3-sulfonatophenyl)phosphine triethylammonium salt as a mono-form showed a peak at -13.19, and an oxide formed by oxidation of the phosphorous atoms showed a peak at 28.73. (0223) The acquisition was a mixture including 14.63 g (31.98 mmol, 95.42% by mole) of a diphenyl(6-methyl-3-sulfonatophenyl)phosphine triethylammonium salt and 0.73 g (1.54 mmol, 4.58% by mole) of an oxide formed by oxidation of the phosphorous atoms. From the viewpoint that 15.36 g (33.52 mmol in terms of phosphorous atoms) of a desired product could be acquired using 27.65 g (100.07 mmol in terms of phosphorous atoms) of DPOTP, the yield based on phosphorous atoms was 33.5%. This phosphorous compound was referred to as a ligand K.
5931-53-3 Diphenyl(o-tolyl)phosphine 80040, achiral-phosphine-ligands compound, is more and more widely used in various.
Reference£º
Patent; KURARAY CO., LTD.; YOSHIKAWA, Tatsuya; TSUJI, Tomoaki; (30 pag.)US2016/46549; (2016); 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