According to the analysis of related databases, 108-70-3, the application of this compound in the production field has become more and more popular.
Reference of 108-70-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 108-70-3 as follows.
[PdCl(pi-allyl)]2 (11.6 mg, 0.15 mol %) and cBRIDP (44.4 mg, 0.6 mol %) were placed into a 50 mL, two-necked, round bottomed flask equipped a gas inlet, and the flask was evacuated and filled with nitrogen. Subsequently, to the mixture was added dehydrated THF (8.2 mL, 101.0 mmol, 4.8 equivalents) to prepare a catalyst solution. A 200 mL, four-necked, round-bottomed flask equipped with a Teflon coated magnetic stirring bar, condenser, dropping funnel, thermometer, and a gas inlet was evacuated and filled with nitrogen. Carbazole (10.9 g, 65.0 mmol, 3.09 equivalents) and dehydrated xylenes (66 mL) were charged into the flask, and the mixture was cooled to 5C using an ice bath. Subsequently, to the mixture was added a THF solution of MeMgCl (3.22 mol/L, 20.0 mL, 64.4 mmol, 3.06 equivalents) dropwise via the dropping funnel at such a rate that the temperature of the reaction solution was kept at 20C or lower, and then the dropping funnel was washed with dehydrated xylenes (1 1 mL). Subsequently, to the solution were added 1,3,5-trichlorobenzene (3.8 g, 21.0 mmol, 1.0 equivalent) and the catalyst solution (8.2 mL) successively, and the solution was stirred for 10 minutes under reflux. To the reaction mixture was added an aqueous solution of ammonium chloride, and the mixture was poured into chloroform (1 ,200 mL). The aqueous layer was separated off, and the organic layer was passed through a silica gel pad and concentrated to remove the excess chloroform under reduced pressure. To the thus-obtained suspension was added methanol (200 mL), and the crystal was collected from the suspension by suction filtration, washed with methanol and dried under reduced pressure to afford 11.4 g of tCP as a white powder. Isolated yield: 94.6%. 1H NMR (300 MHz, CDC13): 7.34 (ddd, J = 0.9, 6.9, 7.8 Hz, 6H), 7.48 (ddd, J = 1.2, 7.2, 8.4 Hz, 6H), 7.67 (d, J = 8.1 Hz, 6H), 7.96 (s, 3H), 8.17 (d, J = 7.8 Hz, 6H). 13C NMR (75 MHz, CDC13): 109.7, 120.6, 120.7, 123.5, 123.9, 126.4, 140.3,140.8.
According to the analysis of related databases, 108-70-3, the application of this compound in the production field has become more and more popular.
Reference:
Patent; TAKASAGO INTERNATIONAL CORPORATION; NAKAYAMA, Yuji; KOBAYASHI, Tohru; WO2013/32035; (2013); A1;,
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