7-METHOXY-1,3-BENZODIOXIDE-5-CARBOXYLIC ACID synthesis
- Product Name:7-METHOXY-1,3-BENZODIOXIDE-5-CARBOXYLIC ACID
- CAS Number:526-34-1
- Molecular formula:C9H8O5
- Molecular Weight:196.16
5780-07-4
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526-34-1
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Yield:526-34-1 82%
Reaction Conditions:
with urea hydrogen peroxide adduct;sodium hydroxide in methanol;water; for 1.5 h;Reflux;
Steps:
Synthesis of Polymethoxybenzoic Acids (4a-f)
General procedure: Aqueous NaOH (1.6 mL of 6 M solution) was added to a stirred solution of the urea-hydrogen peroxide complex (1:1) (6 g, 63.4 mmol) and aldehyde 3a-f (4.28 mmol) in 20 mL of CH3OH at rt. The reaction mixture was stirred at reflux for 1 h followed by the addition of the urea-hydrogen peroxide complex (1.5 g, 15.85 mmol) and reflux for 30 min. The reaction mixture was brought to rt, and the pH was adjusted to 3 with 18% aqueous HCl. The precipitate was filtered, washed with 2 50 mL of ice water, and dried to afford 4a-f (82-94% yield) as an off-white solid. For 4e, the reaction mixture was brought to rt, and the pH was adjusted to 3 with 18% aqueous HCl. Methanol was evaporated, then the reaction mixture was diluted by 30 ml of water and extracted by CHCl3. Organic solution was washed by water, evaporated, and dried.
References:
Titov, Ilia Y.;Sagamanova, Irina K.;Gritsenko, Roman T.;Karmanova, Irina B.;Atamanenko, Olga P.;Semenova, Marina N.;Semenov, Victor V. [Bioorganic and Medicinal Chemistry Letters,2011,vol. 21,# 6,p. 1578 - 1581] Location in patent:supporting information; experimental part
22934-58-3
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$578.00/5g
526-34-1
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607-91-0
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$32.00/5mg
526-34-1
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