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1,3-Dibromopropane → 1-(4-(Benzyloxy)-3-methoxyphenyl)-cyclobutanecarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,3-Dibromopropane | HCID 8001 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 4-Benzyloxy-3-methoxyphenylacetonitrile | HCID 297963 | — |
| 触媒 | Tetrabutylammonium Bromide | HCID 74236 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-(4-(Benzyloxy)-3-methoxyphenyl)-cyclobutanecarbonitrile | HCID 92135508 | 50.1% |
反応手順
To a solution of 2-(4-(benzyloxy)-3-methoxyphenyl)acetonitrile (3.1 g, 12.24 mmol) in dichloromethane (30 mL) was added sodium hydroxide (30 mL, 50% aqueous solution, 367 mmol), TBAB (0.99 g, 3.06 mmol) and then with 1,3-dibromopropane (2 mL, 19.58 mmol). The reaction was stirred at room temperature for 72 hours. The layers were separated, organic layer was dried (MgSO4) and concentrated. Purification by flash chromatography (silica gel, 5-25% EtOAc/hexane) afforded 1-(4-(benzyloxy)-3-methoxyphenyl)cyclobutanecarbonitrile (1.8 g, 50%). MS (ESI) m/z 294 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09284272B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-4ba382dbcae64e058b3315ac9ebb5dd1 |
| 出典メモ | uspto-grants-2016_03 |