化工社化工社 化学情報印刷レポート · 研究参考用
Acrylonitrile → Methyl Undecenoate Acrylonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acrylonitrile | HCID 7855 | — |
| 反応物 | Methyl 10-undecenoate | HCID 8138 | — |
| 反応物 | Dodecane | HCID 8182 | — |
| 反応物 | Sodium benzophenone | HCID 66591377 | — |
| 反応物 | Methyl 11-cyano-10-undecenoate | HCID 85444428 | — |
| 触媒 | (1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)ruthenium | HCID 11763533 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Methyl Undecenoate Acrylonitrile | HCID 86643178 | — |
反応手順
100 mg of methyl 10-undecenoate (0.5 mmol), 53 mg of acrylonitrile (1 mmol) and 8 ml of toluene distilled over sodium-benzophenone are placed in a 50 ml second-generation Hoveyda-Grubbs catalyst dissolved in 2 ml of toluene is added, using a syringe and a syringe press, over a period of 2 hours 40 minutes, under nitrogen and with magnetic stirring. At the end of the addition, the mixture is left to react for 1 hour at 80° C. The reaction mixture is analyzed by gas chromatography (dodecane standard). The conversion of the methyl 10-undecenoate is 94%. The selectivity toward methyl 11-cyano-10-undecenoate (cis+trans mixture) is 100%. The TON is 940.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08642792B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-a9d9380a26bd4c04a645aa8280f1f09b |
| 出典メモ | uspto-grants-2014_02 |