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HRID 2209297作成日:2026年10月25日

1H-Indole-2,3-dione, 6-bromo- → 6-Bromo-3-hydroxy-3-methylindolin-2-one

https://huagongshe.com/reaction/2209297

反応式

関与物質

役割名称HCID仕込み量
反応物1H-Indole-2,3-dione, 6-bromo-HCID 95716—
反応物HCID 178418573HCID 178418573—
溶媒TetrahydrofuranHCID 8028—
生成物6-Bromo-3-hydroxy-3-methylindolin-2-oneHCID 66580258—

反応手順

To a mixture of 6-bromoisatin (255 mg, 1.13 mmol) in THF (3.0 mL) was added methylmagnesium bromide (1.12 mL, 3.39 mmol, 3M in ether). The solution was stirred at room temperature for 2 hours. The solution was cooled to 0° C. and was quenched with a saturated solution of ammonium chloride. The aqueous layer was extracted with EtOAc (3×), washed with brine, dried over MgSO4, filtered and concentrated to afford 6-bromo-3-hydroxy-3-methylindolin-2-one 7.45. The solid was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ 10.35 (s, 1H), 7.24 (d, J=7.9 Hz, 1H), 7.15 (dd, J=7.9, 1.8 Hz, 1H), 6.94 (d, J=1.8 Hz, 1H), 5.94 (s, 1H), 1.34 (s, 3H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09376441B2
出典データセットuspto-grants-2016_06
ORD IDord-f9007e33f0d04814a17ca686ccb756da
出典メモuspto-grants-2016_06