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ChemicalBook CAS DataBase List 2-Bromo-3-hydroxybenzaldehyde
196081-71-7

2-Bromo-3-hydroxybenzaldehyde synthesis

2synthesis methods
-

Yield:196081-71-7 44%

Reaction Conditions:

with bromine;sodium acetate;iron;acetic acid at 20; for 5 h;Inert atmosphere;

Steps:


To a stirred suspension of 3-hydroxybenzaldehyde (4.88 g, 40.0 mmol), AcONa (6.56 g, 80.0 mmol),and iron powder (167 mg, 3.00 mmol, purchased from Kanto Chemical Co., Inc. Japan) in AcOH (36mL) was added Br2 (7.35 g, 46.0 mmol) in AcOH (8 mL) dropwise at room temperature. Afterbeing stirred at room temperature for 5 h, the reaction mixture was filtered through Celite with aid ofethyl acetate and the solvent was removed under reduced pressure. The residue was dissolved inethyl acetate and washed successively with aqueous saturated Na2S2O3 solution and brine, dried overNa2SO4, and concentrated in vacuo to give a crude yellowish solid, which was chromatographed onsilica gel (hexane-ethyl acetate) to afford 2-bromo-3-hydroxybenzaldehyde (3.58 g, 44%) as a whitesolid

References:

Hata, Takeshi;Hayashi, Yoshiki;Hasegawa, Yuki;Iwai, Masaaki;Ishii,, Ayumi;Hasegawa, Miki;Shigeta, Masayuki;Urabe, Hirokazu [Chemistry Letters,2019,vol. 48,# 7,p. 662 - 665] Location in patent:supporting information

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