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ChemicalBook CAS DataBase List Methyl 2-(4-broMophenyl)-2-oxoacetate
57699-28-2

Methyl 2-(4-broMophenyl)-2-oxoacetate synthesis

9synthesis methods
Methanol

67-56-1

(Z)-1-(4-bromophenyl)-4,4,4-trifluoro-3-hydroxybut-2-en-1-one

364340-35-2

Methyl 2-(4-broMophenyl)-2-oxoacetate

57699-28-2

Methanol and trifluoromethyl β-dione 1 (0.5 mmol, 1.0 eq.) were mixed with alcohol 2 (1.5 mmol, 3.0 eq.), I2S2 (0.55 mmol, 1.1 eq.), and tert-butyl hydroperoxide (1.25 mmol, 2.5 eq.) in 1,2-dichloroethane (1.5 mL). After addition of Na2CO3 (0.5 mmol, 1.0 eq.) at room temperature, the reaction mixture was stirred at 60 °C for 7.0 hours. The reaction progress was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction was quenched with saturated aqueous NH4Cl solution (2 mL) and saturated aqueous Na2S2O3 solution (4 mL). The reaction mixture was extracted with EtOAc and the organic layer was dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using hexane/EtOAc (100:1 to 50:1) as eluent to afford the target product methyl 2-(4-bromophenyl)-2-oxoacetate 3.

127709-20-0 Synthesis
methyl 2-(4-bromophenyl)-2-hydroxyacetate

127709-20-0
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Yield:57699-28-2 95%

Reaction Conditions:

with sodium bromide in dichloromethane;water;Ambient temperature;anodic oxidation;

References:

Maekawa, Hirofumi;Ishino, Yoshio;Nishiguchi, Ikuzo [Chemistry Letters,1994,# 6,p. 1017 - 1020]