Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Water → 5-(1,3-Dioxan-2-yl)-1-methyl-1H-imidazole
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | 1,3-Propanediol | HCID 10442 | — |
| 반응물 | 1-methyl-1H-imidazole-5-carbaldehyde | HCID 573592 | — |
| 촉매 | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 5-(1,3-Dioxan-2-yl)-1-methyl-1H-imidazole | HCID 57919632 | 57.2% |
반응 단계
To a solution of 1-methyl-1H-imidazole-5-carbaldehyde (2.9 g, 26.3 mmol) in toluene (20 mL) was added propane-1,3-diol (4.01 g, 52.7 mmol) and CSA (0.306 g, 1.317 mmol) and the reaction mixture was heated to reflux with azeotropic removal of the evolved water for 24 hours. The reaction mixture was cooled to RT, diluted with DCM and washed with NaHCO3 solution. It was then dried over Na2SO4, filtered and concentrated. Purification by column chromatography (80% EtOAc in Hexane to EtOAc) afforded 38 (2.53 g, 57% yield) as a yellow oil which solidified on standing to a yellow solid. MS (m/z): 169.2 (M+H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08389541B2 |
| 출처 데이터셋 | uspto-grants-2013_03 |
| ORD ID | ord-8e30ab27481542f4b149006d25c476bc |
| 출처 메모 | uspto-grants-2013_03 |