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3-(4-(2-Chlorophenyl)piperazin-1-yl)propan-1-ol → 4-(2-Chlorophenyl)-1-[3-(3,4-ethylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(4-(2-Chlorophenyl)piperazin-1-yl)propan-1-ol | HCID 243288 | — |
| 反応物 | 6-Isocyanato-2,3-dihydro-1,4-benzodioxine | HCID 2776172 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-(2-Chlorophenyl)-1-[3-(3,4-ethylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride | HCID 131718163 | 70.5% |
反応手順
A mixture of 3,4-ethylenedioxyphenylisocyanate (2.0 mmol) (produced as in Example 16) and 3-[4-(2-chlorophenyl)-1piperazinyl]propanol (500 mg; 2.0 mmol) in toluene (10 ml) was refluxed for 16 h. The reaction mixture was then concentrated and submitted to flash chromatography on silica gel 60 eluting with toluene graduated to toluene/ethyl acetate (1:5). The product was taken up in ethyl acetate which was treated with hydrogen chloride in ether. Recrystallization from methanol/ether afforded 330 mg of the title compound. M.p. 205°-206° C. MS (70 eV): m/z 431 (14%, M+), 209 (100), 177 (70), 121 (44), 93 (38), 70 (56).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05246935 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-a42846c208cf4c61a676ead8d617e1cf |
| 出典メモ | uspto-grants-1993_09 |