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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 638774생성일: 2026년 10월 26일

Toluene → 1,4-Phenylenebis(9,9-dimethylfluorene)

https://huagongshe.com/reaction/638774

반응식

참여 물질

역할이름HCID투입량
반응물TolueneHCID 1140—
반응물Sodium CarbonateHCID 10340—
반응물1,4-Benzenediboronic acidHCID 230478—
반응물2-iodo-9,9-dimethyl-9H-fluoreneHCID 11023630—
촉매Tetrakis(triphenylphosphine)palladiumHCID 11979704—
용매EthanolHCID 702—
용매WaterHCID 962—
용매Ethyl AcetateHCID 8857—
생성물1,4-Phenylenebis(9,9-dimethylfluorene)HCID 86606722—

반응 조건

온도80 °C

반응 단계

6.94 g (21.7 mmol) of 2-iodo-9,9-dimethylfluorene and 1 g (7.25 mmol) of 1,4-phenylenebis(boronic acid) were dissolved and agitated under nitrogen flow in the mixed solvent (120 ml of degassed toluene and 60 ml of ethanol), and 145 ml of sodium carbonate solution which was prepared by dissolving 30 g of anhydrous sodium carbonate in 150 ml of water was added dropwise thereto. After agitating for 30 minutes, 840 mg (0.727 mmol) of tetrakis(triphenylphosphine) palladium was added. Heating with agitation was carried out on the oil bath heated at 80° C. for about 3 hours. After cooling the reaction solution to room temperature, 50 ml of water and 50 ml of ethyl acetate were added, the aqueous layer and the organic layer were separated, the aqueous layer was further extracted with toluene and ethyl acetate, and the extract combined with the above organic layer was dried over magnesium sulfate. The solvent was evaporated, the residual substance was refined by silica gel column chromatography (toluene:hexane=1:2), and 3.02 g of 1,4-phenylenebis(9,9-dimethylfluorene) was obtained.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US07691491B2
출처 데이터셋uspto-grants-2010_04
ORD IDord-bf3eff5b1cc24aa6936fc31ffe04ca19
출처 메모uspto-grants-2010_04