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Acetic Acid → 2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Propargyl bromide | HCID 7842 | — |
| 反応物 | 1(2H)-Isoquinolinone | HCID 10284 | — |
| 反応物 | Potassium tertbutoxide | HCID 50987170 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one | HCID 14851953 | — |
反応手順
A solution of 1 g (7 mmol) of isocarbostyril in 40 ml of dimethylformamide was treated with 0.86 g (7.7 mmol) of potassium-tert.-butoxide. After stirring under nitrogen for 30 minutes, 0.7 ml of propargyl bromide was added and stirring at room temperature was continued for 1 hour. The reaction mixture was acidified with acetic acid and diluted with water. The precipitated product was filtered off, washed with water and sucked dry. The residue was purified by chromatography over 30 g of silica gel using 5% (v/v) of ethanol in methylene chloride and crystallization from ether to give colorless crystals of 2-(2-propynyl)-1(2H)-isoquinolinone with m.p. 104°-105°. contains about. 0.125 molar amounts of H2O.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04959361 |
| 出典データセット | uspto-grants-1990_09 |
| ORD ID | ord-47355f03d7214ad3a0662f1cc36ceef2 |
| 出典メモ | uspto-grants-1990_09 |