ETHYL 4-BROMO-2-METHYLBENZOYLFORMATE synthesis

4synthesis methods

Product Name:ETHYL 4-BROMO-2-METHYLBENZOYLFORMATE
CAS Number:383363-34-6
Molecular formula:C11H11BrO3
Molecular Weight:271.12

591-17-3 Synthesis

591-17-3
256 suppliers
$10.00/10g

4755-77-5 Synthesis

4755-77-5
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$9.00/25g

383363-34-6
11 suppliers
$251.00/1g

Yield:383363-34-6 33%

Reaction Conditions:

with aluminum (III) chloride in 1,1-dichloroethane at 20; for 4 h;

Steps:

C

To a suspension of AlCl3 (20.3 g, 152 mmol) in dichloroethane (250 mL, DCE) was added ethyl chlorooxoacetate (16.8 g, 123 mmol) at room temperature. To the resulting gold solution was added 3-bromotoluene (20.0 g, 117 mmol) and the dark solution was stirred at room temperature for 4 h. The reaction was cooled to 0° C. and saturated aqueous ammonium chloride was slowly added. The phases were separated and the DCE layer was washed with additional ammonium chloride, dried (Na2SO4), filtered, and the DCE removed in vacuo to give the crude product as a gold oil. Flash chromatography (SiO2; 0-3% Et2O/Hexanes) gave ethyl (4-bromo-2-methylphenyl)-(oxo)acetate (16.2 g; 33%) as a gold oil. 1H NMR (CDCl3) δ1.41 (t, 3H, J=7.0 Hz), 2.58 (s, 3H), 4.43 (q, 2H, J=7.0 Hz), 7.44-7.48 (m, 2H), 7.58 (d, 1H, J=8.0 Hz); EI/MS 271 m/e (M+).

References:

US2004/6108,2004,A1 Location in patent:Page 7

24078-12-4 Synthesis