ChemicalBook CAS DataBase List 5-Iodo-2-methylbenzoic acid

5-Iodo-2-methylbenzoic acid synthesis

9synthesis methods

Product Name:5-Iodo-2-methylbenzoic acid
CAS Number:54811-38-0
Molecular formula:C8H7IO2
Molecular Weight:262.04

118-90-1

54811-38-0

O-methylbenzoic acid was used as starting material and reacted with iodic acid and 0.5 equivalents of iodine in the presence of molecular sieves loaded with iron oxide to form the intermediate 5-iodo-2-methylbenzoic acid. After completion of the reaction, the reaction mixture was cooled to room temperature and separated by filtration. The temperature of the mother liquor was lowered to 20 degrees Celsius to induce precipitation of a large amount of solid. At this temperature, the precipitate was mixed with the catalyst and the process could be repeated five times to increase the yield. The filtrate was dissolved to obtain the crude product. The crude product was recrystallized with 2.5 times the volume of solvent, and the process was repeated 5 times, and finally a white crystalline product was obtained by weight of ethyl acrylate, and the yield could be more than 88%.

118-90-1 Synthesis

118-90-1
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$13.00/1g

54811-38-0
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$5.00/5g

Yield:54811-38-0 94.5%

Reaction Conditions:

with ammonium cerium (IV) nitrate;sulfuric acid;iodine;acetic acid at 40;Temperature;Reagent/catalyst;

Steps:

1 Example 1
500ml reaction flask, add solvent acetic acid (54.4g), concentrated sulfuric acid (16.3g), stir and mix well, Next add o-toluic acid (13.6 g, 0.1 mol), iodine (25.3 g, 0.06 mol) in succession.Niobium nitrite (28 g, 0.0001 mol) was directly passed through concentrated sulfuric acid-dried air. The reaction was maintained at a temperature of 40°C and TLC monitored the disappearance of the starting material. After the reaction is complete, 200 ml of water is added to the system. A large amount of solids precipitated out, which was filtered, washed with water and dried to obtain a solid. The reaction yield was 94.5%, and the HPLC purity was 99.3%. The NMR spectrum of 2-methyl-5-iodobenzoic acid is shown in Figure 1.

References:

Ningbo Renjian Chemical Pharmaceutical Co., Ltd.;Zheng Fei;Zhou Li;Gao Shengjun;Wang Weimin CN107652175, 2018, A Location in patent:Paragraph 0054-0098

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