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3,4,5-Trimethoxybenzaldehyde → 1-(3,4,5-Trimethoxyphenyl)-2-propyn-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3,4,5-Trimethoxybenzaldehyde | HCID 6858 | — |
| 反応物 | HCID 178463197 | HCID 178463197 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(3,4,5-Trimethoxyphenyl)-2-propyn-1-ol | HCID 16110327 | 73.3% |
反応手順
A solution of 3,4,5-trimethoxybenzaldehyde (1.0 g, 5.0 mmol) in THF (50 mL) was stirred at 0° C. Sodium acetylide (18% w.t. slurry in xylene, 1.63 g, 6.1 mmol) was added via syringe. The reaction mixture was stirred overnight at room temperature and quenched by water. It was then extracted with EtOAc (30 mL×3). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered, and concentrated to give a crude product, which was purified by flash column chromatography eluting with EtOAc/n-hexane (1:2) to afford 1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol as a white solid (815 mg, 72%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07456289B2 |
| 出典データセット | uspto-grants-2008_11 |
| ORD ID | ord-706fa45e5dde4051bca2c44091994724 |
| 出典メモ | uspto-grants-2008_11 |