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Cesium fluoride → Methyl 2-ethynylbenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cesium fluoride | HCID 25953 | — |
| 反応物 | Methyl 2-((trimethylsilyl)ethynyl)benzoate | HCID 11053512 | — |
| 溶媒 | Acetonitrile--water (1/1) | HCID 18373917 | — |
| 生成物 | Methyl 2-ethynylbenzoate | HCID 373287 | 96.3% |
反応手順
To a solution of 2-trimethylsilanylethynyl-benzoic acid methyl ester (540 mg, 2.32 mmol) in acetonitrile/water (20 mL/5 mL) is added cesium fluoride (1.41 g, 9.30 mmol). The reaction is stirred at room temperature. After 4 h, the reaction is concentrated and the residue is partitioned between EtOAc (100 mL) and 0.2N HCl (30 mL). The aqueous layer is extracted with EtOAc (100 mL) and the combined organic layers are washed with brine, dried (MgSO4), filtered, and concentrated. The residue is chromatographed eluting with 0 to 5% EtOAc/Hexanes to yield the title compound (358 mg, 96%). GC/MS: 160.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08106077B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-b2bc4d24489c4b2ca44e931528859e18 |
| 出典メモ | uspto-grants-2012_01 |