Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester

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Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester Basic information
Product Name:Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester
Synonyms:Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester;Methyl 3,5-dichloro-2-methoxybenzoate;3,5-dichloro-2-methoxybenzoic acid methyl ester
CAS:64122-23-2
MF:C9H8Cl2O3
MW:235.06
EINECS:
Product Categories:
Mol File:64122-23-2.mol
Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester Structure
Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester Chemical Properties
Boiling point 319.1±37.0 °C(Predicted)
density 1.341±0.06 g/cm3(Predicted)
storage temp. 2-8°C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester Usage And Synthesis
Synthesis
3,5-Dichlorosalicylic acid

320-72-9

Iodomethane

74-88-4

Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester

64122-23-2

Potassium carbonate (K2CO3, 32.0 g, 0.232 mol) and iodomethane (24.0 mL, 0.384 mol) were sequentially added to an N,N-dimethylformamide (DMF, 150 mL) solution of 3,5-dichlorosalicylic acid (17, 20.0 g, 0.097 mol) in an ice-water bath. The reaction mixture was stirred at room temperature for 24 hours. After completion of the reaction, the solvent was evaporated to dryness by rotary evaporator. The residue was subjected to liquid-liquid partitioning with ether and water. The organic phase was washed sequentially with 1N sodium hydroxide (NaOH) solution and saturated brine, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to afford the target product methyl 3,5-dichloro-2-methoxybenzoate (18, 21.6 g, 95% yield) as a white solid. The structure of the product was confirmed by 1H NMR (500 MHz, CDCl3): δ 7.68 (d, J = 2.7 Hz, 1H), 7.54 (d, J = 2.7 Hz, 1H), 3.93 (s, 3H), 3.92 (s, 3H).

References[1] European Journal of Medicinal Chemistry, 2016, vol. 124, p. 129 - 137
[2] Patent: WO2017/11725, 2017, A1. Location in patent: Paragraph 0076
[3] Medicinal Chemistry Research, 1995, vol. 5, # 2/3, p. 150 - 173
Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester Preparation Products And Raw materials
Raw materials3,5-Dichlorosalicylic acid-->Iodomethane-->N,N-Dimethylformamide-->Potassium carbonate
Tag:Benzoic acid, 3,5-dichloro-2-methoxy-, methyl ester(64122-23-2) Related Product Information
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