Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1,3-Cyclohexadiene → 3a-(3,4-dichlorophenyl)-2-ethyl-3a,4,7,7a-tetrahydro-4,7-ethano-1H-isoindol-1,3(2H)-dione
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1,3-Cyclohexadiene | HCID 11605 | — |
| 반응물 | 3-(3,4-dichlorophenyl)-1-ethyl-1H-pyrrole-2,5-dione | HCID 13519573 | — |
| 촉매 | Methylene blue cation | HCID 4139 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 3a-(3,4-dichlorophenyl)-2-ethyl-3a,4,7,7a-tetrahydro-4,7-ethano-1H-isoindol-1,3(2H)-dione | HCID 13519566 | 57.4% |
반응 단계
A solution of 7.5 g of the above maleimide, 2.25 g of 1,3-cyclohexadiene, and 10 mg of methylene blue in 25 ml of dichloromethane was heated at reflux for 5 hours, then an additional one ml of the diene was added and the solution was heated for 24 hours. The cooled reaction mixture was subjected to high pressure liquid chromatography on a silica gel column eluting with hexane:ethyl acetate (4:1) and gave 5.58 g of 3a-(3,4-dichlorophenyl)-2-ethyl-3a,4,7,7a-tetrahydro-4,7-ethano-1H-isoindol-1,3(2H)-dione as a white solid, mp 122°-126° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US04529736 |
| 출처 데이터셋 | uspto-grants-1985_07 |
| ORD ID | ord-6c8109afb7414cbd97405ce1beacba2f |
| 출처 메모 | uspto-grants-1985_07 |