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HRID 527751作成日:2026年10月24日

Methyl 4-trimethylsilylethynylbenzoate → Methyl 4-ethynylbenzoate

https://huagongshe.com/ja/reaction/527751

反応式

関与物質

役割名称HCID仕込み量
反応物Methyl 4-trimethylsilylethynylbenzoateHCID 640161—
反応物Tetrabutylammonium FluorideHCID 2724141—
溶媒TetrahydrofuranHCID 8028—
生成物Methyl 4-ethynylbenzoateHCID 64016376%

反応手順

To a solution of methyl 4-((trimethylsilyl)ethynyl)benzoate (1.35 g, 5.35 mmol) in THF (10 mL) was added TBAF (1 M solution in THF, 10.7 mL, 10.70 mmol). The resulting brown reaction mixture was stirred at rt for 3 h and concentrated in vacuo. The residue was purified by flash column chromatography (eluting with 5% EtOAc/hexane) to afford the title compound as a white solid (0.65 g, 76%). 1H NMR (CDCl3) δ 8.00 (d, J=8.6 Hz, 2H), 7.56 (d, J=8.6 Hz, 2H), 3.93 (s, 3H), 3.23 (s, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09345740B2
出典データセットuspto-grants-2016_05
ORD IDord-47111b569f9f4343b680312b67ded67b
出典メモuspto-grants-2016_05