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HRID 61786作成日:2026年10月25日

Water → 8-Methoxy-6,6-dimethyl-11-oxo-9-vinyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile

https://huagongshe.com/reaction/61786

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Potassium vinyltrifluoroborateHCID 23679353—
反応物9-Bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 54578544—
溶媒1-PropanolHCID 1031—
生成物8-Methoxy-6,6-dimethyl-11-oxo-9-vinyl-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrileHCID 6683418956.2%

反応条件

温度60 °C

反応手順

9-Bromo-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazole-3-carbonitrile (Compound E3-1-1, 50 mg, 0.13 mmol), [1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloride dichloromethane complex (1:1) (10.3 mg, 0.1 eq.), TEA (53 μl, 3 eq.) and potassium vinyltrifluoroborate (51 mg, 3 eq.) were dissolved in n-propanol and the mixture was stirred at 60° C. for 5 days. The reaction solution was added to water and then extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. The drying agent was removed by filtration and the residues obtained after concentration under reduced pressure were purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (brown powder, 25 mg, 19%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09440922B2
出典データセットuspto-grants-2016_09
ORD IDord-54492f4e782e40e88c592fe8d9e64e3b
出典メモuspto-grants-2016_09