Ethyl bromoacetate → (2-Acetyl-4-chloro-5-methoxy-phenoxy)-acetic acid ethyl ester

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[Cl:1][C:2]1[C:3]([O:12][CH3:13])=[CH:4][C:5]([OH:11])=[C:6]([C:8](=[O:10])[CH3:9])[CH:7]=1.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23]>C(#N)C>[CH2:25]([O:24][C:22](=[O:23])[CH2:21][O:11][C:5]1[CH:4]=[C:3]([O:12][CH3:13])[C:2]([Cl:1])=[CH:7][C:6]=1[C:8](=[O:10])[CH3:9])[CH3:26]

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실험 절차

To a solution of the above prepared 1-(5-chloro-2-hydroxy-4-methoxy-phenyl)-ethanone (4.22 g, 21.0 mmol) in 50 mL of acetonitrile were successively added Cs2CO3 (8.22 g, 1.2 eq.) and ethyl bromoacetate (2.44 mL, 1.05 eq.) and the mixture vigorously stirred at ambient temperature for 2 h. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over magnesium sulfate, and evaporation of the solvents left 6.05 g of the title compound as off-white solid, used directly for the next step.