Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Propargyl alcohol → 3-(3-Amino-4-Nitrophenyl)-2-propyn-1-ol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Propargyl alcohol | HCID 7859 | — |
| 반응물 | 5-Bromo-2-nitroaniline | HCID 5314766 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 촉매 | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 용매 | Triethylamine | HCID 8471 | — |
| 생성물 | 3-(3-Amino-4-Nitrophenyl)-2-propyn-1-ol | HCID 59736985 | 83% |
반응 단계
A suspension of bromoarene 2 (447 mg g; 2.06 mmol); tetrakis(triphenylphosphine) palladium(0) (145 mg, 0.12 mmol) and copper(I)iodide (143 mg, 0.75 mmol) in degassed ethyleneglycol dimethylether (2.5 mL) and triethylamine (1.5 mL), was stirred at room temperature under nitrogen in the dark for 10 min and then treated with neat prop-2-yn-1-ol (0.7 mL, 12 mmol) (or any other alkyne of choice, 5 eq.), and the mixture stirred under the same conditions for 48 h, diluted with dichloromethane (50 mL), filtered through a celite pad and concentrated. Purification by flash chromatography (eluent 50 to 75% AcOEt in hexane) afforded compound 72 (328 mg, 83% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07868205B2 |
| 출처 데이터셋 | uspto-grants-2011_01 |
| ORD ID | ord-00ed007235bd4f8d9c3b37583f62e169 |
| 출처 메모 | uspto-grants-2011_01 |