Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
1-Bromo-2-fluorobenzene → 5-(2-Fluorophenyl)pent-4-yn-1-ol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 1-Bromo-2-fluorobenzene | HCID 61259 | — |
| 반응물 | 4-Pentyn-1-ol | HCID 79346 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418397 | HCID 178418397 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | 5-(2-Fluorophenyl)pent-4-yn-1-ol | HCID 86687856 | — |
반응 단계
1-Bromo-2-fluorobenzene [1072-85-1] (3.0 g, 17 mmol, 1.0 equiv) and pent-4-yn-1-ol [5390-04-5] (2.3 mL, 25 mmol, 1.5 equiv) were dissolved in acetonitrile (40 mL). CuI (0.13 g, 0.68 mmol, 0.04 equiv) and TEA (3.4 mL, 25 mmol, 1.5 equiv) was added to the stirred solution followed by tetrakis(triphenylphosphine)palladium(0) (0.39 g, 0.34 mmol, 0.02 equiv). The solution was heated at reflux for 16 hours. The solution was cooled, filtered through Celite, the Celite pad rinsed with EtOAc and the solvent removed by rotoevaporation. Column chromatography (9:1 hexanes:ethyl acetate) of the residue afforded pure 5-(2-fluorophenyl)pent-4-yn-1-ol Intermediate 60 (1.3 g, 43%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08828973B2 |
| 출처 데이터셋 | uspto-grants-2014_09 |
| ORD ID | ord-aba1e866d2cd413daa1a31e8afd20c22 |
| 출처 메모 | uspto-grants-2014_09 |