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HRID 428713作成日:2026年10月23日

4-Methoxystyrene → 1,3-dihydro-4-[(E)-2-(4-methoxyphenyl)-ethenyl]-(Z)-3-[(1H-pyrrol-2-yl)methlene]-2H-indol-2-one

https://huagongshe.com/ja/reaction/428713

反応式

関与物質

役割名称HCID仕込み量
反応物4-MethoxystyreneHCID 12507—
反応物Tri-o-tolylphosphineHCID 80271—
反応物(Z)-1,3-dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-indol-2-oneHCID 15548052—
触媒palladium(II) acetateHCID 167845—
溶媒DimethylformamideHCID 6228—
生成物1,3-dihydro-4-[(E)-2-(4-methoxyphenyl)-ethenyl]-(Z)-3-[(1H-pyrrol-2-yl)methlene]-2H-indol-2-oneHCID 9967880—

反応条件

温度85 °C

反応手順

To a stirred solution of (Z)-1,3-dihydro-4-iodo-3-[(1H-pyrrol-2-yl)methylene]-2H-indol-2-one (from Example 71 above) (100 mg, 0.29 mmol) in DMF (3 mL) and TEA (2 mL) was added p-methoxy-styrene (79 mg, 0.58 mmol) (from Step A above), tri-o-tolylphosphine (107 mg, 0.35 mmol) (Aldrich) and Pd(OAc)2 (20 mg, 0.089 mmol) (Aldrich). The reaction mixture was stirred at 85° C. overnight in a pressure tube. The solvent was removed in vacuo, and the residue was purified by silica gel chromatography (Hex:EtOAc=5:1) to provide 1,3-dihydro-4-[(E)-2-(4-methoxyphenyl)-ethenyl]-(Z)-3-[(1H-pyrrol-2-yl)methlene]-2H-indol-2-one as a yellow solid. (Yield 72 mg, 73%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06313310B1
出典データセットuspto-grants-2001_11
ORD IDord-185084d56b5a4fb7842ca64db2aa8737
出典メモuspto-grants-2001_11