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HRID 1714042作成日:2026年10月27日

Hydrochloric Acid → (4-Formylthiophen-3-yl)boronic acid

https://huagongshe.com/reaction/1714042

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物Triisopropyl borateHCID 21531—
反応物2-(4-Bromo-3-thienyl)-1,3-dioxolaneHCID 12284898—
反応物ButyllithiumHCID 178418339—
溶媒Tetrahydrofuran tolueneHCID 22635083—
生成物(4-Formylthiophen-3-yl)boronic acidHCID 419063795%

反応条件

温度-78 °C

反応手順

To a 0.5M solution of B(Oi-Pr)3 (1.2 eq) in toluene/THF 4:1 was added a solution of 2-(4-bromo-3-thienyl)-1,3-dioxolane in toluene/THF 4:1, and the mixture was then cooled to −78° C. BuLi (1.5M in hexanes; 1.2 eq) was then added over 1 h, and the solution kept at this temperature for an additional h, then allowed to warm to −20° C. over 3 h; aq 1N HCl was added and the mixture stirred for an additional h at this temperature. Removal of volatiles gave an aqueous solution that was extracted with DCM; the combined organic phases were then washed with brine, dried over Na2SO4 and concentrated in vacuo. Yield: 95%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07795247B2
出典データセットuspto-grants-2010_09
ORD IDord-a0f53afc9c454528be29c1e7c46f6753
出典メモuspto-grants-2010_09