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Cyclohexanecarbonyl chloride → Cyclohexanecarboxylic acid {2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethyl}-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| 反応物 | 1-(2-Amino-1-ethyl)-4-(1,4-benzodioxan-5-yl)piperazine | HCID 10587641 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Cyclohexanecarboxylic acid {2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethyl}-amide | HCID 9799670 | 88.1% |
反応手順
A solution of 2-[4-(2,3-dihydro-benzo[1,4]dioxin-5-yl)-piperazin-1-yl-]ethylamine (0.20 g, 0.76 mmol) in dichloromethane (5 mL) was treated with cyclohexanecarbonyl chloride (0.11 g, 0.76 mmol) at 0° C. under a nitrogen atmosphere. The resulting mixture was stirred overnight, during which time it came up to room temperature. The product was precipitated by the addition of hexane to yield the hydrochloride semihydrate salt of the titled compound (0.25 g, 80%) as a white solid; mp=165-166° C.; MS (+) ESI m/z=374 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06306859B1 |
| 出典データセット | uspto-grants-2001_10 |
| ORD ID | ord-74316bd8a50748ecbdefea8f7c1c0a0c |
| 出典メモ | uspto-grants-2001_10 |