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3-(4-(3-Chlorophenyl)piperazin-1-yl)propan-1-ol → 4-(3-Chlorophenyl)-1-[3-(3,4-methylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(4-(3-Chlorophenyl)piperazin-1-yl)propan-1-ol | HCID 257407 | — |
| 反応物 | 5-Isocyanato-1,3-dioxaindane | HCID 5223213 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-(3-Chlorophenyl)-1-[3-(3,4-methylenedioxyphenylcarbamoyloxy)propyl]piperazine, hydrochloride | HCID 131718162 | 187.1% |
反応手順
A mixture of 3,4-methylenedioxyphenylisocyanate (330 mg; 2.0 mmol) (produced as in Example 13) and 3-[4-(3-chlorophenyl) -1-piperazinyl]propanol (510 mg; 2.0 mmol) in toluene (30 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 (1:3). The product was taken up in ethanol which was treated with hydrogen chloride in ether. Recrystallization from methanol/ether afforded 850 mg of the title compound M.p. 182°-184° C. MS (70 eV): m/z 417 (42%, M+), 254 (24), 209 (100), 194 (7), 163 (70), 136 (37), 70 (51).
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-b553bc63e457446caa9f52fa9caba4ba |
| 出典メモ | uspto-grants-1993_09 |