methyl 3-bromo-4-chlorobenzoate
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
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
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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