Basic information Safety Supplier Related

methyl 3-bromo-4-chlorobenzoate

Basic information Safety Supplier Related

methyl 3-bromo-4-chlorobenzoate Basic information

Product Name:
methyl 3-bromo-4-chlorobenzoate
Synonyms:
  • methyl 3-bromo-4-chlorobenzoate
  • 3-Bromo-4-chlorobenzoic acid methyl ester
  • Benzoic acid, 3-broMo-4-chloro-, Methyl ester
CAS:
107947-17-1
MF:
C8H6BrClO2
MW:
249.49
Mol File:
107947-17-1.mol
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methyl 3-bromo-4-chlorobenzoate Chemical Properties

Boiling point:
280℃
Density 
1.604
Flash point:
123℃
storage temp. 
Sealed in dry,Room Temperature
Appearance
Off-white to light brown Solid
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methyl 3-bromo-4-chlorobenzoate Usage And Synthesis

Synthesis

67-56-1

42860-10-6

107947-17-1

Example 13 13.1 Synthesis of methyl 3-bromo-4-chlorobenzoate (13.1). A round bottom flask was charged with 3-bromo-4-chlorobenzoic acid (5.0 g, 21.2 mmol, CAS No. 42860-10-6, available from Aldrich), methanol (60 mL), and a cooled sulfuric acid solution (1.4 mL). The reaction mixture was heated to 80 °C and the progress of the reaction was monitored by thin layer chromatography (TLC). After 17 hours of reaction, it was cooled to room temperature and diluted with water. The aqueous phase was extracted with ether (3 x 50 mL), the organic layers were combined and dried with anhydrous magnesium sulfate. After filtration, the organic solvent was removed by distillation under reduced pressure to give a white solid product 13.1 (5.0 g, 96% yield). The 1H NMR (400 MHz, CDCl3) data of the product were as follows: δ 8.28 (1H, d, J = 2.0 Hz), 7.93 (1H, m), 7.52 (1H, d, J = 8.2 Hz), 3.93 (3H, s).

References

[1] Patent: WO2008/130514, 2008, A1. Location in patent: Page/Page column 84-85
[2] Journal of Medicinal Chemistry, 2013, vol. 56, # 23, p. 9496 - 9508
[3] Patent: WO2013/25805, 2013, A1. Location in patent: Page/Page column 89
[4] Patent: WO2008/124610, 2008, A1. Location in patent: Page/Page column 85

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