Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Acrylonitrile → Methyl Undecenoate Acrylonitrile
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 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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08642792B2 |
| 출처 데이터셋 | uspto-grants-2014_02 |
| ORD ID | ord-a9d9380a26bd4c04a645aa8280f1f09b |
| 출처 메모 | uspto-grants-2014_02 |