Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → 5-Phenoxy-1,2,3,4-tetrahydroquinoline
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Phenylboronic Acid | HCID 66827 | — |
| 반응물 | 1,2,3,4-Tetrahydroquinolin-5-ol | HCID 3046036 | — |
| 촉매 | Cupric acetate | HCID 8895 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 5-Phenoxy-1,2,3,4-tetrahydroquinoline | HCID 487547 | 17% |
반응 단계
To a solution of 0.15 g (1.01 mmol) 1,2,3,4-tetrahydro-quinolin-5-ol in 10 ml dichloromethane were added 0.17 g (1.40 mmol) phenylboronic acid, 0.25 g (1.36 mmol) copper(II) acetate, a spatula end of 4 Å molecular sieves and 0.57 ml (4.52 mmol) triethylamine. The reaction mixture was stirred at room temperature for 72 h and then filtered through celite, washing with dichloromethane. The filtrate was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, ethyl acetate/heptane gradient) to afford 34 mg (17%) of the title compound as a pink oil. MS (ISP): 226.3 ([M+H]+).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07834044B2 |
| 출처 데이터셋 | uspto-grants-2010_11 |
| ORD ID | ord-644eeb8470344990ba30236f052007a5 |
| 출처 메모 | uspto-grants-2010_11 |