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HRID 1436640作成日:2026年10月27日

Acetic Acid → 2,2-Difluoroethenyl 4-methylbenzene-1-sulfonate

https://huagongshe.com/reaction/1436640

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物Ethyl AcetateHCID 8857—
反応物Ethanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物2,2-Difluoroethenyl 4-methylbenzene-1-sulfonateHCID 1097736647.1%

反応手順

Add n-butyllithium (1.6 M in hexanes, 4.9 mL, 7.8 mmol) dropwise over 5 min to a solution of 2,2,2-trifluoroethyl-p-toluene sulfonate (1.0 g, 3.9 mmol) in THF (20 mL) at −78° C. Stir for 30 min, add acetic acid (225 μL, 3.9 mmol) and stir for 30 min. Warm to room temperature, add ethyl acetate and extract with saturated aqueous ammonium chloride, and saturated aqueous sodium bicarbonate. Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 0:100 to 15:85 ethyl acetate:hexanes) to give the title compound as an oil (430 mg, 47%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07618978B2
出典データセットuspto-grants-2009_11
ORD IDord-5260bac620324b1db61f7ceea865017a
出典メモuspto-grants-2009_11