참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acrylonitrile | HCID 7855 | — |
| 반응물 | Methyl 10-undecenoate | HCID 8138 | — |
| 반응물 | Dodecane | HCID 8182 | — |
| 반응물 | Sodium benzophenone | HCID 66591377 | — |
| 반응물 | Methyl 11-cyano-10-undecenoate | HCID 85444428 | — |
| 촉매 | (1,3-Bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene)(dichloro)((2-((propan-2-yl)oxy)phenyl)methylidene)ruthenium | HCID 11763533 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | Methyl Undecenoate Acrylonitrile | HCID 86643178 | — |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08642792B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_02 |
|---|
| ORD ID | ord-589628850163417e95244eef3e8ebf6c |
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| 출처 메모 | uspto-grants-2014_02 |
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