Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Cyclohexene → Dimethyl bicyclo[4.1.0]heptane-7,7-dicarboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Cyclohexene | HCID 8079 | — |
| 반응물 | 2-Diazonio-1,3-dimethoxy-3-oxoprop-1-en-1-olate | HCID 547673 | — |
| 촉매 | Bis(pentane-2,4-dione-kappa~2~O~2~,O~4~)copper | HCID 45052134 | — |
| 생성물 | Dimethyl bicyclo[4.1.0]heptane-7,7-dicarboxylate | HCID 283676 | 57.1% |
반응 단계
To stirred, refluxing mixture of 100.0 grams (1.22 mole) of cyclohexene and 0.037 gram (0.0001 mole) of cupric acetylacetonate was fed 22.7 grams (0.14 mole) of dimethyl diazomalonate over a 25-hour period by means of a syringe pump. Refluxing was continued for an additional 8 hours after which distillation of the reaction mixture was begun, employing a small Vigreux column. After removing about 32 grams of cyclohexene overhead, to a head temperature of 80° C., the residue was allowed to cool. The solidified residue was worked up by flash column chromatography on silica gel to give 17.53 grams (0.08 mole) of dimethyl bicyclo[4.1.0]heptane-7.7-dicarboxylate having a melting point of 83° C.-86° C.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05123951 |
| 출처 데이터셋 | uspto-grants-1992_06 |
| ORD ID | ord-c97ada6c59c44745a46aaa8a60314933 |
| 출처 메모 | uspto-grants-1992_06 |