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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1639944생성일: 2026년 10월 26일

Tris(1,1-dimethylethyl)phosphine → 2-(4'-Vinyl-biphenyl-4-yl)pyridine

https://huagongshe.com/reaction/1639944

반응식

참여 물질

역할이름HCID투입량
반응물Tris(1,1-dimethylethyl)phosphineHCID 83681—
반응물tert-ButylphosphineHCID 123165—
반응물4-Vinylphenylboronic acidHCID 2734393—
반응물2-(4-Chlorophenyl)pyridineHCID 2757849—
반응물HCID 178506427HCID 178506427—
촉매Tris(dibenzylideneacetone) palladiumHCID 44556509—
용매1,4-DioxaneHCID 31275—
생성물2-(4'-Vinyl-biphenyl-4-yl)pyridineHCID 6672249445%

반응 조건

온도80 °C

반응 단계

Under a nitrogen stream, 23.42 g (0.158 mol) of 4-vinyl-phenyl boronic acid, 20.0 g (0.1055 mol) of 2-(4-chloro-phenyl)pyridine, 500□ of 1,4-dioxane, 27.54 g (0.474 mol, 3.3 equivalent) of fluoro-potassium, 1.69 g (0.0084 mol, 5.3 mol %) of t-butylphosphine [P(t-Bu)3)], and 2.6 g (0.0028 mol, 1.8 mol %) of palladium tris(dibenzylidene acetone) [Pd2(dba)3] were placed into a 2-neck round flask 250□. After the resulting solution was heated to reflux at 80° C. for 24 hours, the reaction was terminated. The resulting mixture was filtered, the catalyst and fluoro-potassium that were black solids were removed, and then the dioxane was removed by rotary evaporation. After extraction with 300□ of dichloromethane and 400□ of distilled water, the residue was subjected to column chromatography using a mixed solution of hexane and ethylacetate (7:3) as a developing solvent and then recrystallized at 0° C. using ethylacetate to give the 2-(4′-vinyl-biphenyl-4-yl)pyridine. The yield was 45%. As the structural characteristics of the thus prepared 2-(4′-vinyl-biphenyl-4-yl)pyridine, the 1H-NMR spectrum is shown in FIG. 2, the UV/Vis is shown in FIG. 3, the GC-Mass is shown in FIG. 4, and the FT-IR is shown in FIG. 5. Moreover, the analysis data of the 2-(4′-vinyl-biphenyl-4-yl)pyridine is shown in the following table 1:

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08110642B2
출처 데이터셋uspto-grants-2012_02
ORD IDord-1455a27782084f089190e0cebd8c079e
출처 메모uspto-grants-2012_02