[Br:1]Br.[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([O:18][CH3:19])=[C:8]([C:10](=[O:17])[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:9]=1>O1CCOCC1>[Br:1][CH:11]([C:10]([C:8]1[CH:9]=[C:4]([Cl:3])[CH:5]=[CH:6][C:7]=1[O:18][CH3:19])=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13]Bromine (0.70 mL, 13.6 mmol) was added to a solution of ethyl 3-(5-chloro-2-methoxyphenyl)-3-oxopropanoate (3.39 g, 13.2 mmol) in dioxane (25 mL) and stirred for 1 hour. The reaction was poured onto ice water, extracted with ethyl acetate, the organics washed with water and brine and evaporated to dryness to give ethyl 2-bromo-3-(5-chloro-2-methoxyphenyl)-3-oxopropanoate. LCMS (ESI) m+H=337.2
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