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ChemicalBook CAS DataBase List 4-Bromostyrene
2039-82-9

4-Bromostyrene synthesis

10synthesis methods
-

Yield:2039-82-9 93%

Reaction Conditions:

at 20; for 0.05 h;chemoselective reaction;

Steps:

General Procedure for the Reaction

General procedure: A 10-mL round-bottomed flask was charged with indiumpowder (230 mg, 2.0 mmol), vanadium trichloride (157 mg,1.0 mmol) and THF (4 mL). The resulting mixture was stirred for 30 min under sonication producing a solution ofthe low-valent vanadium-indium complex. 1,2-Dibromo-1,2-diphenylethane (170 mg, 0.5 mmol) was then added tothis solution and the reaction mixture was stirred for 3 minat room temperature. The progress of the reaction was monitoredby TLC. After completion of the reaction, the solventwas removed under reduced pressure and the residuewas then extracted with ethyl acetate (3 × 10 mL). The combinedextract was washed with brine, dried over anhydrousNa2SO4 and concentrated. The crude product wasfurther purified by column chromatography on a silica gel(hexane:ethyl acetate = 10:1) to provide trans-stilbene (85 mg,94%). All the products were identified by comparison oftheir spectroscopic data with authentic compounds.

References:

Woo Yoo, Byung;Yeon Park, Jee;Jong Shin, Hyo [Journal of the Korean Chemical Society,2018,vol. 62,# 4,p. 275 - 278]

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