Methyl-4-iodo-3-hydroxy benzoate

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Methyl-4-iodo-3-hydroxy benzoate manufacturers

Methyl-4-iodo-3-hydroxy benzoate Basic information
Product Name:Methyl-4-iodo-3-hydroxy benzoate
Synonyms:RARECHEM AL BF 0964;Methyl 3-hydroxy-4-iodobenzenecarboxylate;Benzoic acid, 3-hydroxy-4-iodo-, Methyl ester;3-Hydroxy-4-iodo-benzoic acid methyl ester;Methyl3-hydroxy-4-iodobenzoate,97%;3-hydroxy-4-iodobenzenecarboxylate;Propanoylchloride,6-ethoxy-;Benzoic acid, 3-hydroxy-4-iodo-, methyl ester (9CI, ACI)
CAS:157942-12-6
MF:C8H7IO3
MW:278.04
EINECS:
Product Categories:
Mol File:157942-12-6.mol
Methyl-4-iodo-3-hydroxy benzoate Structure
Methyl-4-iodo-3-hydroxy benzoate Chemical Properties
Melting point 53-54°
Boiling point 299.3±25.0 °C(Predicted)
density 1.880±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form Solid
pka7.70±0.10(Predicted)
AppearanceOff-white to light brown Solid
Water Solubility Slightly soluble in water.
Sensitive Light Sensitive
Safety Information
HazardClass IRRITANT
HS Code 2918290090
MSDS Information
Methyl-4-iodo-3-hydroxy benzoate Usage And Synthesis
UsesUseful intermediate for pharmaceutical and organic synthesis.
Synthesis Reference(s)The Journal of Organic Chemistry, 68, p. 9423, 2003 DOI: 10.1021/jo0350763
Synthesis
Methanol

67-56-1

3-Hydroxy-4-iodobenzoic acid

58123-77-6

METHYL-4-IODO-3-HYDROXY BENZOATE

157942-12-6

The general procedure for the synthesis of methyl 3-hydroxy-4-iodobenzoate from methanol and 3-hydroxy-4-iodobenzoic acid was as follows: first, 61.31 g of 3-hydroxy-4-iodobenzoic acid was obtained, which presented as a white solid. Subsequently, 47 g (150 mmol) of 3-hydroxy-4-iodobenzoic acid was dissolved in 300 mL of methanol and 6.13 g (35.6 mmol) of p-toluenesulfonic acid was added as a catalyst. The reaction mixture was heated continuously at 70 °C for 48 hours. Upon completion of the reaction, the reaction was terminated by adding 11 μL of water. The precipitated product was filtered and washed with distilled water to neutral pH. finally, 37.4 g (76% yield) of methyl 3-hydroxy-4-iodobenzoate was obtained as a beige powder.

References[1] Chemical Communications (Cambridge, United Kingdom), 2012, vol. 48, # 83, p. 10328 - 10330,3
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995, # 9, p. 1103 - 1114
[3] Patent: US2009/12129, 2009, A1. Location in patent: Page/Page column 21
[4] Patent: US2003/232853, 2003, A1. Location in patent: Page 38
[5] Patent: WO2006/18325, 2006, A1. Location in patent: Page/Page column 26
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