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 10 ml of toluene distilled over sodium-benzophenone are placed in a 50 ml Schlenk tube. 1.5 mg (2.4×10−3 mmol) of second-generation Hoveyda-Grubbs catalyst ((1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(o-iso-propoxyphenylmethylene)ruthenium, available from Aldrich) are added. The mixture is heated to 100° C. and left to react for 1 hour under nitrogen and with magnetic stirring. 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 (turnover number) is 188.
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-589628850163417e95244eef3e8ebf6c |
|---|
| 出典メモ | uspto-grants-2014_02 |
|---|
