Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → (E)-5-(2-(phenylsulfonyl)vinyl)-1H-indole
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 5-Bromoindole | HCID 24905 | — |
| 반응물 | Phenyl vinyl sulfone | HCID 79664 | — |
| 반응물 | Tri-o-tolylphosphine | HCID 80271 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (E)-5-(2-(phenylsulfonyl)vinyl)-1H-indole | HCID 15521560 | 85% |
반응 단계
A solution of 5-bromoindole (5.0 g, 25.5 mmol), phenylvinylsulfone (7.50 g, 44.64 mmol), Pd(OAc)2 (0.46 g, 2.05 mmol), tri-O-tolylphosphine (1.55 g, 5.10 mmol) and triethylamine (4.88 g, 48.46 mmol) was heated to 95-105° C. for 6-15 h in DMF. The reaction mixture was cooled to RT, diluted with dichloromethane and filtered over a bed of filter aid. The filtrate was sequentially washed with water and brine, and dried over sodium sulphate. The organic layer was concentrated under vacuum and the product precipitated from dichloromethane and hexane as a solid in about 85-90% yield.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08633239B2 |
| 출처 데이터셋 | uspto-grants-2014_01 |
| ORD ID | ord-6becbcf7f69841c2875688099706b4fb |
| 출처 메모 | uspto-grants-2014_01 |