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HRID 22589作成日:2026年10月25日

Isophthalaldehyde → 3-Vinylbenzaldehyde

https://huagongshe.com/reaction/22589

反応式

関与物質

役割名称HCID仕込み量
反応物IsophthalaldehydeHCID 34777—
反応物ButyllithiumHCID 178418339—
触媒Methyltriphenyliphosphonium bromideHCID 74505—
溶媒TetrahydrofuranHCID 8028—
生成物3-VinylbenzaldehydeHCID 39390—

反応手順

To a suspension of methyltriphenylphosphonium bromide (27.2 g) in THF (200 mL) at 0° was added dropwise n-butyllithium (47 mL of 1.6M in hexane). The reaction mixture was stirred 30 min at 0° and cooled to -10°. The reaction mixture at -10° was transferred dropwise through a canula to a solution of isophthalaldehyde (10.0 g) in THF (300 mL) at -50°. The reaction was allowed to warm up to room temperature. After 3.5 hours at room temperature the reaction mixture was quenched with NH4OAc buffer (200 mL). The reaction mixture was extracted with ethyl acetate, dried over sodium sulfate and evaporated. Flash chromatography of the residue starting with 10% and finishing with 15% of diethyl ether in hexane afforded the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05428171
出典データセットuspto-grants-1995_06
ORD IDord-338225b17c69438bb9afb8a932a6624b
出典メモuspto-grants-1995_06