4-Ethoxy-2-fluorobenzoic acid, 97% synthesis
- Product Name:4-Ethoxy-2-fluorobenzoic acid, 97%
- CAS Number:1206593-29-4
- Molecular formula:C9H9FO3
- Molecular Weight:184.16
197507-22-5
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74-96-4
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1206593-29-4
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$111.00/1g
Yield:1206593-29-4 2.31 g
Reaction Conditions:
with potassium carbonate in acetone; for 48 h;Reflux;
Steps:
General Procedure for the Synthesis of 4-O-Substituted Benzoic Acids 5a-d
General procedure: MeOH (40 mL) concentrated sulfuric acid was added (0.1 equiv.). The reaction mixture was heated at reflux for 24 h, and then cooled to rt. The solvent was removed under reduced pressure. A saturated aqueous solution of NaHCO3 (40 mL) was added and the aqueous layer was extracted with diethyl eter (3 × 15 mL). The organic extracts were dried over anhydrous Na2SO4, filtered, and the solvent was removed under reduced pressure. Crude ester was dissolved in acetone (30 mL) and potassium carbonate (1.5 equiv.) and 1-bromoethane (3 equiv.) were added. The reaction mixture was heated at reflux for 48 h, and then cooled to rt. The solvent was removed under reduced pressure and water was added. The aqueous layer was extracted with CH2Cl2 (3 × 15 mL). The organic extracts were dried over anhydrous Na2SO4, filtered, and the solvent was removed under reduced pressure. The obtained crude product was then dissolved in 96 % EtOH (35 mL) and aqueous solution of NaOH (15 mL, 40 %) was added. The reaction mixture was heated at reflux overnight. Mixture was cooled, and pH was adjusted to 1 by addition of concentrated HCl to the reaction mixture. The precipitate was filtered, washed with water and dried to yield crude 5a-d. The compounds 5a-d were purified by crystallization from boiling 96 % EtOH.
References:
Buljan, An?ela;Kne?evi?, Anamarija;Dokli, Irena;Lesac, Andreja [Croatica Chemica Acta,2019,vol. 92,# 2,p. 173 - 179]
186191-34-4
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1206593-29-4
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65145-13-3
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1206593-29-4
24 suppliers
$111.00/1g