Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Benzoyl chloride → 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Benzoyl chloride | HCID 7412 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 5-Bromo-N,N-Dimethyltryptamine | HCID 360252 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | Ammonia | HCID 222 | 3% |
| 생성물 | 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole | HCID 19600443 | 167.3% |
반응 단계
Benzoyl chloride (1.7 mL, 14.6 mmol) was added to a solution of 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1H-indole (Example 3a, 9.5 mmol) in dichloromethane (70 mL) containing triethylamine (4 mL, 28.7 mmol) and DMAP (206 mg, 1.7 mmol). The resulting solution was stirred at room temperature for 20 h. Dilution with dichloromethane (500 mL) was followed by sequential washing with water (200 mL) and brine (150 mL), drying over sodium sulfate and removal of the solvent in vacuo. Flash chromatography (silica gel, 3-5% 2M methanolic ammonia in dichloromethane) yielded 5-bromo-3-[2-(N,N-dimethylamino)ethyl]-1-benzoylindole (2.95 g, 84%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05998438 |
| 출처 데이터셋 | uspto-grants-1999_12 |
| ORD ID | ord-7797e7fb49944762b4a1c1951ca1d748 |
| 출처 메모 | uspto-grants-1999_12 |