With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6372-42-5,Cyclohexyldiphenylphosphine,as a common compound, the synthetic route is as follows.,6372-42-5
158.6 g (332.8 mmol in terms of sulfur trioxide) of fuming sulfuric acid containing 16.8% by mass of sulfur trioxide was placed in a 3-neck flask having an internal capacity of 300 mL, equipped with a thermometer, a stirring device, a dropping funnel, and a nitrogen gas line, and 35.03 g (130.54 mmol) of diphenylcyclohexylphosphine (hereinafter referred to as DPCHxP) was introduced thereinto 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 50 C. for 7 hours. (0225) While controlling the liquid temperature to a range of 25 C. to 30 C., the reaction solution was diluted with 480 g of ion exchange water, and then transferred to a separatory funnel, and 250 g of toluene and 60 g of triisooctylamine were added thereto, followed by thoroughly mixing, thereby acquiring an organic phase. The organic phase was separated by adding 330 g of an aqueous 5%-by-mass sodium hydroxide solution to the organic phase. A lower phase was acquired and 76 g of an aqueous 20%-by-mass sulfuric acid solution was added dropwise thereto. Then, 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 15.85 g (156.63 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 through natural filtering, thereby acquiring 5.68 g of a white solid. (0226) 31P-NMR (400 MHz, 305 K, DMSO-d6, phosphoric acid, ppm) delta: a (3-sulfonatophenyl)phenylcyclohexylphosphine triethylammonium salt as a mono-form showed a peak at -4.49 and an oxide formed by oxidation of the phosphorous atoms showed a peak at 32.76. (0227) The acquisition was a mixture including 5.32 g (11.83 mmol, 93.81% by mole) of a (3-sulfonatophenyl)phenylcyclohexylphosphine triethylammonium salt and 0.36 g (0.78 mmol, 6.19% by mole) of an oxide formed by oxidation of the phosphorous atoms. From the viewpoint that 5.68 g (12.61 mmol in terms of phosphorous atoms) of a desired product could be acquired using 35.03 g (130.54 mmol) of DPCHxP, the yield based on phosphorous atoms was 9.7%. This phosphorous compound was referred to as a ligand L.
6372-42-5 Cyclohexyldiphenylphosphine 80756, achiral-phosphine-ligands compound, is more and more widely used in various fields.
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