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Methylamine → 4-(Bromomethyl)-N-methylbenzenesulfonamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methylamine | HCID 6329 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 4-(Bromomethyl)benzenesulfonyl chloride | HCID 2734409 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-(Bromomethyl)-N-methylbenzenesulfonamide | HCID 10015645 | 71% |
反応手順
Mix 4-(bromomethyl)benzenesulfonyl chloride (2.7 g, 10 mmol), anhydrous potassium carbonate (1.4 g, 10 mmol) and anhydrous THF (60 mL) under nitrogen. Cool the mixture in an ice bath, add dropwise a 2M solution of methylamine in THF, and stir at this temperature for 30 min. Remove the ice bath and stir at ambient temperature for 16 h. Dilute with EtOAc then wash with 1N aqueous HCl. Separate the organic layer, dry over Na2SO4 and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (1:0, 4:1, 7:3 and 13:7) to obtain the title compound (1.5 g, 71%). MS (ES+) m/z: 266 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08022062B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-b9e8bcc7cb6a40af87ab009292abfafe |
| 出典メモ | uspto-grants-2011_09 |