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ChemicalBook CAS DataBase List ALLYL IODIDE
556-56-9

ALLYL IODIDE synthesis

9synthesis methods
-

Yield:-

Reaction Conditions:

with sodium iodide in acetone at 20;Inert atmosphere;Darkness;

Steps:

5-Allylpyrogallol (8)
Suspension of allyl bromide (0.21 mL, 2.4 mmol) and sodium iodide (0.51 g, 3.4 mmol) in acetone (5 mL) was stirred under nitrogen atmosphere at room temperature and prevented light by aluminum foil. In other flask, suspension of pyllogarol (0.32 g, 2.5 mmol) and potassium bicarbonate (0.35 g, 2.5 mol) in acetone (5 mL) was stirred under nitrogen atmosphere at room temperature and prevented light by aluminum foil. To a suspension of potassium salt of pyllogarol, allyl iodide solution was added dropwise at room temperature. The mixture was refluxed for 6 d. The solvent was evaporated and the residue was washed with sat. NH4Cl solution. The aqueous phase was extracted with CHCl3 and the subsequent purification by flash column chromatography (ethyl acetate) afforded 5-allylpyrogallol (18 mg, 4.4%).

References:

Nishiwaki, Keiji;Ohigashi, Kanae;Deguchi, Takahiro;Murata, Kazuya;Nakamura, Shinya;Matsuda, Hideaki;Nakanishi, Isao [Chemical and Pharmaceutical Bulletin,2018,vol. 66,# 7,p. 741 - 747]

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