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HRID 17900作成日:2026年10月26日

Water → (2,2-Difluoro-1,3-dioxaindan-5-yl)methanol

https://huagongshe.com/reaction/17900

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Sodium HydroxideHCID 14798—
反応物Aluminium lithium hydrideHCID 21226445—
反応物1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl esterHCID 59129261—
溶媒TetrahydrofuranHCID 8028—
生成物(2,2-Difluoro-1,3-dioxaindan-5-yl)methanolHCID 1281428176%

反応手順

Crude 2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (11.5 g) dissolved in 20 mL of anhydrous tetrahydrofuran (THF) was slowly added to a suspension of lithium aluminum hydride (4.10 g, 106 mmol) in anhydrous THF (100 mL) at 0° C. The mixture was then warmed to room temperature. After being stirred at room temperature for 1 hour, the reaction mixture was cooled to 0° C. and treated with water (4.1 g), followed by sodium hydroxide (10% aqueous solution, 4.1 mL). The resulting slurry was filtered and washed with THF. The combined filtrate was evaporated to dryness and the residue was purified by silica gel column chromatography to give (2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol (7.2 g, 38 mmol, 76% over two steps) as a colorless oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07741321B2
出典データセットuspto-grants-2010_06
ORD IDord-c677b0e1ecc34251b834bac9f02b8ded
出典メモuspto-grants-2010_06