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HRID 579682作成日:2026年10月24日

Potassium Carbonate → HCID 67540838、化合物

https://huagongshe.com/ja/reaction/579682

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物1,3,5-TribromobenzeneHCID 12279—
反応物9-Borabicyclo(3.3.1)nonaneHCID 78966—
反応物9-AllylcarbazoleHCID 3090393—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
溶媒TetrahydrofuranHCID 8028—
生成物HCID 67540838HCID 6754083884%

反応手順

9-BBN (0.5 M in THF, 38 mL, 19 mmol) was added dropwise into a solution of 9-allylcarbazole (29) (3.0 g, 14.5 mmol) in THF (10 mL) at 0° C. The mixture was stirred at room temperature for 15 minutes and then at 35° C. for 4 hours before transferring into a mixture of 1,3,5-tribromobenzene (19.5 g, 60.3 mmol), Pd(PPh3)4 (0.84 g, 0.72 mmol), K2CO3 (10.0 g, 72.4 mmol), H2O (15 mL) and THF (15 mL). The reaction mixture was stirred at 90° C. overnight, cooled to room temperature, and then extracted with chloroform. The organic extracts were combined, washed with water and dried over MgSO4. Upon evaporating off the solvent, the crude product was purified by column chromatography on silica gel with hexane/methlylene chloride 10:1 to 9:1 (v/v) as the eluent to yield 30 as a white crystals (5.4 g, 84%). 1H NMR (400 MHz, CDCl3, 298 K): 8.11-8.10 (d, 2H), 7.49-7.45 (m, 3H), 7.34-7.32 (m, 2H), 7.26-7.20 (m, 4H), 4.37-4.33 (t, 2H), 2.65-2.60 (d, J=7.6 Hz, 2H), 2.25-2.18 (m, 2H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09040718B2
出典データセットuspto-grants-2015_05
ORD IDord-a489ba637ca64b18ade5ecc8c60ffec0
出典メモuspto-grants-2015_05