2'-Bromo-4-chlorophenylacetic acid methyl ester

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CAS:24091-92-7
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CAS:24091-92-7
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CAS:24091-92-7
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2'-Bromo-4-chlorophenylacetic acid methyl ester manufacturers

2'-Bromo-4-chlorophenylacetic acid methyl ester Basic information
Product Name:2'-Bromo-4-chlorophenylacetic acid methyl ester
Synonyms:2-BROMO-4-CHLOROPHENYLACETIC ACID METHYL ESTER;Methyl-2-bromo-4-chlorophenylacetate;2-(2-broMo-4-chlorophenyl)propanoate;Methyl 2-broMo-2-(4-chlorophenyl)acetate;Methyl a-broMo-4-chlorophenylacetate;Benzeneacetic acid, .alpha.-bromo-4-chloro-, methyl ester;Benzeneacetic acid, α-bromo-4-chloro-, methyl ester;Methyl alpha-bromo-4-chlorophenylacetate
CAS:24091-92-7
MF:C9H8BrClO2
MW:263.52
EINECS:200-258-5
Product Categories:Aromatic Esters
Mol File:24091-92-7.mol
2'-Bromo-4-chlorophenylacetic acid methyl ester Structure
2'-Bromo-4-chlorophenylacetic acid methyl ester Chemical Properties
Boiling point 149-152 °C(Press: 16 Torr)
density 1.567±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceColorless to light yellow Liquid
CAS DataBase Reference24091-92-7(CAS DataBase Reference)
Safety Information
RIDADR 1760
HazardClass 8
PackingGroup 
MSDS Information
2'-Bromo-4-chlorophenylacetic acid methyl ester Usage And Synthesis
Synthesis
Methyl 4-chlorophenylacetate

52449-43-1

2'-Bromo-4-chlorophenylacetic acid methyl ester

24091-92-7

General procedure for the synthesis of methyl 2'-bromo-4-chlorophenylacetate from methyl 4-chlorophenylacetate: Methyl 4-chlorophenylacetate (14.6 g, 79.1 mmol), N-bromosuccinimide (14.4 g, 80.7 mmol), and benzoyl peroxide (1.91 g, 7.89 mmol) were dissolved in carbon tetrachloride (100 mL) and heated to reflux for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and diluted by adding hexane (500 mL). The reaction mixture was filtered and the solvent was subsequently evaporated under vacuum. The crude product was purified by silica column chromatography (eluent: ethyl acetate/hexane, 15:85) to afford methyl 2'-bromo-4-chlorophenylacetate as a colorless oil (16.9 g, 63% yield).1H NMR (400 MHz, CDCl3) δ 3.81 (s, 3H, CH3), 5.34 (s, 1H, CH), 7.44 (dd) ), J = 60.4 Hz, J = 8.4 Hz, 4H, ArH).

References[1] Tetrahedron, 2002, vol. 58, # 51, p. 10113 - 10126
[2] Patent: EP1712235, 2006, A2. Location in patent: Page/Page column 53
[3] Patent: US2004/220179, 2004, A1. Location in patent: Page 34
[4] Journal of Medicinal Chemistry, 1993, vol. 36, # 23, p. 3738 - 3742
[5] Patent: US2003/191190, 2003, A1
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