関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | 2-Bromonaphthalene | HCID 11372 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 1-Methoxypropa-1,2-diene | HCID 139403 | — |
| 触媒 | copper(I) bromide | HCID 24593 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 2-(Prop-2-yn-1-yl)naphthalene | HCID 17968182 | 18% |
反応手順
To a suspension of Mg powder (5.3 mmol) and one piece of iodine in THF (4 ml) is added 2-bromonaphthalene (4.6 mmol) in THF (2 ml) at room temperature and the mixture is stirred at 85° C. for 0.5 h. Copper(I) bromide (0.32 mmol) is added at room temperature then methoxyallene (4.6 mmol) in THF (3 ml) is added at 0° C. and the mixture is stirred at room temperature for 2 h. The mixture is poured into saturated ammonium chloride, extracted with AcOEt. The organic layer is washed with brine, dried over sodium sulfate and concentrated. Chromatography on silica gel (n-hexane:AcOEt=20:1) gives the product in 18% yield. Rf=0.5 (n-hexane:AcOEt=10:1)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07452886B2 |
|---|
| 出典データセット | uspto-grants-2008_11 |
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| ORD ID | ord-44d1479e542a404ba94cfc21df056244 |
|---|
| 出典メモ | uspto-grants-2008_11 |
|---|
