ChemicalBook CAS DataBase List (4-BENZOYL-PHENOXY)-ACETIC ACID

(4-BENZOYL-PHENOXY)-ACETIC ACID synthesis

8synthesis methods

Product Name:(4-BENZOYL-PHENOXY)-ACETIC ACID
CAS Number:6322-83-4
Molecular formula:C15H12O4
Molecular Weight:256.25

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Yield: 74%

Reaction Conditions:

Stage #1:(4-benzoylphenoxy)acetic acid ethyl ester with sodium hydroxide in ethanol at 20;
Stage #2: with hydrogenchloride in water at 0;

Steps:

General procedure for the preparation of acids 17-26.
General procedure: A solution of NaOH 1N (3.9 mmol) was added to esters 7-16(3.0 mmol) in EtOH (20 mL), and the mixture was stirred at r.t. for 10-15 h. The solvent was removed under reducedpressure and the residue was poured into water (20 mL) andacidified with conc HCl at 0 °C. The aqueous layer was extractedwith dichloromethane (3 20 mL) and then the organiclayer was dried over Na2SO4 and concentrated underreduced pressure. The residue was purified by crystallizationwith cyclohexane or chloroform affording desired acids 17-26 with good yields.

References:

Giampietro, Letizia;D'Angelo, Alessandra;Giancristofaro, Antonella;Ammazzalorso, Alessandra;De Filippis, Barbara;Di Matteo, Mauro;Fantacuzzi, Marialuigia;Linciano, Pasquale;Maccallini, Cristina;Amoroso, Rosa [Medicinal Chemistry,2014,vol. 10,# 1,p. 59 - 65]