Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Triethylamine → 3-{3-[(7-Bromoheptyl)oxy]prop-1-ynyl}benzenesulfonamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 3-Bromobenzene-1-sulfonamide | HCID 2734765 | — |
| 반응물 | 1-Bromo-7-(prop-2-yn-1-yloxy)heptane | HCID 21895540 | — |
| 촉매 | Triphenylphosphine | HCID 11776 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | HCID 178418476 | HCID 178418476 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | 3-{3-[(7-Bromoheptyl)oxy]prop-1-ynyl}benzenesulfonamide | HCID 21895385 | 46.1% |
반응 단계
7-Bromoheptyl prop-2-ynyl ether (55.1 g) in THF (250 ml) was added dropwise over ca 8 h to a stirred mixture of 3-bromobenzenesulfonamide (43.5 g), PdCl2(PPh3)2 (6.48 g), PPh3 (1.45 g), CuI (1.4 g) and Et3N (52 ml) in THF (250 ml) at 55±5° C. under nitrogen then the mixture heated for a further ca 15 hrs. The reaction was cooled, filtered through Celite and the solids washed with THF. The solution was concentrated and the product purified by chromatography on flash silica gel (600 g) eluting with petroleum ether:ethyl acetate (ratios ranging successively from 19:1 to 7:3) to give the title compound (33 g)—LC RT=5.85 min.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07442837B2 |
| 출처 데이터셋 | uspto-grants-2008_10 |
| ORD ID | ord-c0dcccc5d2c64083891ac1e1b32325bd |
| 출처 메모 | uspto-grants-2008_10 |