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methyl 3-bromo-2-methoxybenzoate

Product Name
methyl 3-bromo-2-methoxybenzoate
CAS No.
260806-90-4
Chemical Name
methyl 3-bromo-2-methoxybenzoate
Synonyms
methyl 3-bromo-2-methoxybenzoate;Benzoic acid, 3-bromo-2-methoxy-, methyl ester
CBNumber
CB02525420
Molecular Formula
C9H9BrO3
Formula Weight
245.07
MOL File
260806-90-4.mol
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methyl 3-bromo-2-methoxybenzoate Property

Boiling point:
289.4±20.0 °C(Predicted)
Density 
1.462±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
Appearance
Light yellow to yellow Liquid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B486035
Product name
methyl3-bromo-2-methoxybenzoate
Packaging
25mg
Price
$70
Updated
2021/12/16
TRC
Product number
B486035
Product name
methyl3-bromo-2-methoxybenzoate
Packaging
100mg
Price
$175
Updated
2021/12/16
Usbiological
Product number
455167
Product name
methyl 3-bromo-2-methoxybenzoate
Packaging
25mg
Price
$340
Updated
2021/12/16
AK Scientific
Product number
Z4513
Product name
Methyl3-bromo-2-methoxybenzoate
Packaging
250mg
Price
$181
Updated
2021/12/16
Matrix Scientific
Product number
119839
Product name
Methyl 3-bromo-2-methoxybenzoate
Purity
95+%
Packaging
250mg
Price
$360
Updated
2021/12/16
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methyl 3-bromo-2-methoxybenzoate Chemical Properties,Usage,Production

Synthesis

67-56-1

101084-39-3

260806-90-4

Dissolve 3-bromo-2-methoxybenzoic acid (1-4 g) in methanol (25-75 mL) and concentrate. Concentrated sulfuric acid (2-6 mL) was added dropwise with stirring. The reaction mixture was heated to reflux and stirred for 24 hours. Upon completion of the reaction, the mixture was quenched in saturated aqueous sodium bicarbonate (100-200 mL) and the pH was adjusted to neutral to basic. Subsequently, the aqueous phase was extracted with dichloromethane (4 x 50 mL). The organic phases were combined, washed with saturated aqueous sodium chloride solution (25-50 mL), dried over anhydrous sodium sulfate and filtered. After concentration, methyl 3-bromo-2-methoxybenzoate was obtained in high yield and purity. Specific example: 3-bromo-2-methoxybenzoic acid (1.00 g, 4.33 mmol) was used as raw material and prepared according to the above method to obtain 1.07 g (4.33 mmol, 100%) of methyl 3-bromo-2-methoxybenzoate, the product was a transparent oil, with an HPLC purity of 99%, and a retention time (t R) of 21.5 min.1H NMR ( 600 MHz, DMSO-d6) δ: 7.88-7.84 (m, 1H), 7.73-7.70 (m, 1H), 7.18 (t, J = 7.8 Hz, 1H), 3.86 (s, 3H), 3.81 (s, 3H); 13C NMR (150 MHz, DMSO-d6) δ: 165.1, 155.7 137.0, 130.3, 126.8, 125.6, 118.1, 61.8, 51.4; HRMS (APCI/ASAP, m/z): 244.9813 (calculated value of C9H1079BrO3, 244.9813, [M + H]+).1H NMR data are in agreement with the literature reports.

References

[1] European Journal of Medicinal Chemistry, 2016, vol. 107, p. 255 - 274
[2] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 24, p. 3447 - 3452
[3] Patent: WO2009/152082, 2009, A1. Location in patent: Page/Page column 198
[4] European Journal of Medicinal Chemistry, 2014, vol. 90, p. 526 - 536
[5] Patent: US2008/194650, 2008, A1. Location in patent: Page/Page column 22-23

methyl 3-bromo-2-methoxybenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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methyl 3-bromo-2-methoxybenzoate Suppliers

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260806-90-4, methyl 3-bromo-2-methoxybenzoateRelated Search:


  • methyl 3-bromo-2-methoxybenzoate
  • Benzoic acid, 3-bromo-2-methoxy-, methyl ester
  • 260806-90-4