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HRID 252813생성일: 2026년 10월 25일

Propargyl alcohol → 3-(3-Amino-4-Nitrophenyl)-2-propyn-1-ol

https://huagongshe.com/reaction/252813

반응식

참여 물질

역할이름HCID투입량
반응물Propargyl alcoholHCID 7859—
반응물5-Bromo-2-nitroanilineHCID 5314766—
촉매Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
촉매Tetrakis(triphenylphosphine)palladiumHCID 11979704—
용매DichloromethaneHCID 6344—
용매1,2-DimethoxyethaneHCID 8071—
용매TriethylamineHCID 8471—
생성물3-(3-Amino-4-Nitrophenyl)-2-propyn-1-olHCID 5973698583%

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

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07868205B2
출처 데이터셋uspto-grants-2011_01
ORD IDord-00ed007235bd4f8d9c3b37583f62e169
출처 메모uspto-grants-2011_01