Identification | Back Directory | [Name]
(4-BENZOYL-PHENOXY)-ACETIC ACID | [CAS]
6322-83-4 | [Synonyms]
105380 2-(4-benzoylphenoxy)acetic acid Acetic acid, (4-benzoylphenoxy)- Acetic acid, 2-(4-benzoylphenoxy)- | [Molecular Formula]
C15H12O4 | [MDL Number]
MFCD02725448 | [MOL File]
6322-83-4.mol | [Molecular Weight]
256.25 |
Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (4-benzoylphenoxy)-acetic acid from ethyl 2-(4-benzoylphenoxy)acetate: 1N NaOH solution (3.9 mmol) was added to an ethanol (20 mL) solution of ethyl 2-(4-benzoylphenoxy)acetate (3.0 mmol) and the reaction mixture was stirred for 10-15 h at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was dissolved in water (20 mL) and acidified with concentrated HCl at 0 °C. Subsequently, the aqueous layer was extracted with dichloromethane (3 x 20 mL), the organic layers were combined and dried with anhydrous Na2SO4. After drying, the organic layer was concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by crystallization from cyclohexane or chloroform to afford the target compound (4-benzoylphenoxy)-acetic acid in good yield. | [References]
[1] Medicinal Chemistry, 2014, vol. 10, # 1, p. 59 - 65 [2] Anales de la Real Sociedad Espanola de Fisica y Quimica, vol. 24, p. 88 [3] Chem. Zentralbl., 1926, vol. 97, # II, p. 21 [4] Tetrahedron Letters, 2004, vol. 45, # 10, p. 2239 - 2241 [5] Journal of Peptide Science, 2010, vol. 16, # 10, p. 551 - 557 |
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