Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Dimethyl Sulfoxide → Ethyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Dimethyl Sulfoxide | HCID 679 | — |
| 반응물 | Ethyl Acetate | HCID 8857 | — |
| 반응물 | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| 반응물 | 2-Cyclopropyl-4,4-dimethyl-6-trifluoromethylsulfonyloxy-1,2,3,4-tetrahydroisoquinoline | HCID 22568878 | — |
| 반응물 | HCID 178418416 | HCID 178418416 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | 1,2-Dichloroethane | HCID 11 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Hexane | HCID 8058 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | Ethyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate | HCID 22568969 | — |
반응 단계
Following general procedure K and using 2-cyclopropyl-4,4-dimethyl-6-trifluoromethylsulfonyloxy-1,2,3,4-tetrahydro-isoquinoline (Intermediate 22, 1.6 g, 4.6 mmol), palladium acetate (0.127 g, 0.56 mmol), 1,3-bis(diphenylphosphino)propane (0.160 g, 0.39 mmol), dimethylsulfoxide (2 mL), 1,2-dichloroethane (5 mL), triethyl amine (2 mL) , ethanol (5 mL) and an atmosphere of carbon monoxide followed by flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent the title compound was obtained as an oil (1 g, 79%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US06855512B2 |
| 출처 데이터셋 | uspto-grants-2005_02 |
| ORD ID | ord-09aab86587864538ab7b81d6ac8fa64f |
| 출처 메모 | uspto-grants-2005_02 |