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HRID 33999作成日:2026年10月26日

Ammonium Chloride → (3-Fluorophenyl)-(3-fluoropyridin-2-yl)-methanol

https://huagongshe.com/reaction/33999

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物3-FluoropyridineHCID 67794—
反応物3-FluorobenzaldehydeHCID 68009—
反応物ButyllithiumHCID 178418339—
溶媒Diethyl EtherHCID 3283—
溶媒HexaneHCID 8058—
溶媒Ethyl AcetateHCID 8857—
生成物(3-Fluorophenyl)-(3-fluoropyridin-2-yl)-methanolHCID 23070231—

反応条件

温度-20 °C

反応手順

Under nitrogen atmosphere, a solution of 9.75 g of diazabicyclo[2.2.0]octane in 150 mL of dehydrated diethyl ether was cooled to −40° C., added with 56 mL of 1.56 M n-butyllithium in hexane, and stirred at −20° C. for 1 hour. The solution was cooled to-60° C., added dropwise with 6.9 mL of 3-fluoropyridine, stirred at −60° C. for 1 hour, and added with 9.2 mL of 3-fluorobenzaldehyde. After stirring for 1 hour, aqueous ammonium chloride and ethyl acetate were successively added, and the mixture was recovered to room temperature. The organic layer was extracted, washed with water, and then dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resulting crude product was purified and separated by silica gel column chromatography (ethyl acetate:hexane=1:4), to give 12.6 g of the title compound as colorless needle crystals.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07429609B2
出典データセットuspto-grants-2008_09
ORD IDord-301457584e034ef78be9b798feba0750
出典メモuspto-grants-2008_09