ChemicalBook CAS DataBase List 4-ACETOXY-3-IODOBENZOIC ACID

4-ACETOXY-3-IODOBENZOIC ACID synthesis

5synthesis methods

Product Name:4-ACETOXY-3-IODOBENZOIC ACID
CAS Number:190067-59-5
Molecular formula:C9H7IO4
Molecular Weight:306.05

2345-34-8
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190067-59-5
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Yield:190067-59-5 83.4%

Reaction Conditions:

with sodium periodate;sulfuric acid;iodine;acetic anhydride;acetic acid at 0 - 45;

Steps:

1a-2.1 Step 1: Preparation of Compound 7

Stir at room temperature,Sodium periodate (2.8 g, 12.9 mmol, 0.56 eq) and iodine (2.2 g, 8.7 mmol, 0.37 eq) were sequentially added to a mixed solution of Ac2O (9 mL) and acetic acid (18 mL).After the addition, the ice salt bath was cooled to 0 °C.Concentrated sulfuric acid (17.7 g, 180.4 mmol, 7.8 eq) was added dropwise to the mixture.The internal temperature is controlled not higher than 5 °C. After the dropwise addition, stir for 10 minutes.Compound 6 (4.5 g, 23.2 mmol, 1.0 eq) was then added in portions and added over 30 minutes.The internal temperature is controlled to be no higher than 0 °C.After the addition is completed, it is stirred at room temperature for 1 hour.The temperature was then raised to 30 to 45 ° C and stirred overnight.After HPLC showed the disappearance of the starting material, the ice water bath was cooled to 5 °C.The reaction was quenched by dropwise addition of ice water (20 mL). The internal temperature is controlled to be no higher than 30 °C.Then 15% aqueous Na2SO3 (20 mL) was added.Stir at room temperature for 30 minutes and filter by suction.The filter cake was rinsed with water (20 mL x 2).The resulting solid was dried under vacuum at 40 ° C overnight to yield 6.2 g of white solid.The yield was 83.4%.

References:

CN108640958,2018,A Location in patent:Paragraph 0087; 0089; 0090; 0091

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