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HRID 855064作成日:2026年10月25日

(Trifluoromethyl)trimethylsilane → ethyl 6-methyl-8-(2,2,2-trifluoro-1-hydroxyethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate

https://huagongshe.com/reaction/855064

反応式

関与物質

役割名称HCID仕込み量
反応物(Trifluoromethyl)trimethylsilaneHCID 552549—
反応物ethyl 8-formyl-6-methyl-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 86599485—
触媒Tetramethylammonium fluorideHCID 67803—
溶媒TetrahydrofuranHCID 8028—
生成物ethyl 6-methyl-8-(2,2,2-trifluoro-1-hydroxyethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylateHCID 86599487116%

反応手順

The aldehyde from Example 605a, Step 1 (2.0 g, 6.37 mmol) in THF (20 mL) was cooled to 0° C. and treated with 98% trimethyl(trifluoromethyl)silane (1.18 g, 8.28 mmol) and 15 mg tetramethylammonium fluoride. The reaction was allowed to warm to room temperature and stirred for overnight. The HF (48%, 0.24 mL) was added to the reaction and the reaction was stirred for 6 hours. After LCMS indicated that there was no starting material in the reaction, the reaction was quenched with water, extracted with ethyl acetate, washed with water, brine, dried over MgSO4, and concentrated in vacuo to give a yellow semisolid (2.84 g), which had suitable purity to use without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07259266B2
出典データセットuspto-grants-2007_08
ORD IDord-fd1be1d60e2d47369ff2eeafcd3216d2
出典メモuspto-grants-2007_08