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HRID 1892283作成日:2026年10月27日

Phthalimide → 2-(Quinolin-6-ylmethyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1892283

反応式

関与物質

役割名称HCID仕込み量
反応物PhthalimideHCID 6809—
反応物TriphenylphosphineHCID 11776—
反応物6-HydroxymethylquinolineHCID 1514385—
反応物Diisopropyl azodicarboxylateHCID 5363146—
溶媒TetrahydrofuranHCID 8028—
生成物2-(Quinolin-6-ylmethyl)isoindoline-1,3-dioneHCID 2307929495%

反応条件

温度30 °C

反応手順

To a solution of isoindoline-1,3-dione (6.47 g, 44.0 mmol) and triphenylphosphine (11.53 g, 44.0 mmol) in THF (70 mL) at 0° C. was added a solution of quinolin-6-ylmethanol (7 g, 44.0 mmol) in THF (30 mL) and (E)-diisopropyl diazene-1,2-dicarboxylate (8.89 g, 44.0 mmol) dropwise over a period of 30 min. The mixture was heated at 30° C. and kept stirring for 20 h. After cooling and concentration, the resulting residue was purified by Analogix silica gel with gradient hexanes/EtOAc to provide 2-(quinolin-6-ylmethyl)isoindoline-1,3-dione (12.04 g, 95%). LCMS (method A): [MH]+=289, tR=4.89 min.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08507676B2
出典データセットuspto-grants-2013_08
ORD IDord-4f359d54a6d64c6d929eed43ec45a9f1
出典メモuspto-grants-2013_08