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4-Octyne → Dimethyl 2,3-di-n-propyl-2-cyclopropene-1,1-dicarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Octyne | HCID 16029 | — |
| 反応物 | 2-Diazonio-1,3-dimethoxy-3-oxoprop-1-en-1-olate | HCID 547673 | — |
| 触媒 | Bis(pentane-2,4-dione-kappa~2~O~2~,O~4~)copper | HCID 45052134 | — |
| 生成物 | Dimethyl 2,3-di-n-propyl-2-cyclopropene-1,1-dicarboxylate | HCID 13572731 | — |
反応手順
4-Octyne and dimethyl diazomalonate were reacted in the presence of cupric acetylacetonate in a manner similar to that described in Example XCVII Part A to give dimethyl 2,3-di-n-propyl-2-cyclopropene-1,1-dicarboxylate which was saponified to give mono-methyl 2,3-di-n-propyl-2-cyclopropene-1,1-dicarboxylate and worked up by the general procedure of Example XCVII Part B. Reaction of the latter mono-methyl ester in sequence with ethyl chloroformate and 4-bromo-2-methylaniline, in the presence of potassium carbonate and 18-crown-6, in a manner similar to that described in Example XCIX Part B to give methyl 1-(4-bromo-2-methylphenyl-aminocarbonyl)-2,3-di-n-propyl-2-cyclopropenecarboxylate having a melting point of 52° C.-54° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05123951 |
| 出典データセット | uspto-grants-1992_06 |
| ORD ID | ord-12686ffa579a400cb8108ef63f7686b4 |
| 出典メモ | uspto-grants-1992_06 |