3-[2-(2-methoxyphenyl)-2-oxoethyl]-3H-2-benzofuran-1-one synthesis

Yield:55377-56-5 80%

Reaction Conditions:

with ziconium(IV) oxychloride octahydrate in neat (no solvent) at 140; for 3.5 h;Sealed tube;

Steps:

Syntheis of3-(2-phenyl-2-oxoethyl)isobenzofuran-1(3H)-one (1)

General procedure: Acetophenone (144 mL, 1.20 mmol), phthalaldehydic acid (150 mg,1.00 mmol) and ZrOCl₂×8H₂O (32.0 mg, 0.100 mmol) wereplaced in a sealed tube. The mixture was heated at 140 ^oC for 3hours. The progress of the reaction was monitored by TLC. After completion ofthe reaction, the residue was submitted to purification by columnchromatography (hexane/ethyl acetate 3:1 v/v). Pure 3-(2-phenyl-2-oxoethyl)isobenzofuran-1(3H)-one (1) was obtained after recrystallizationusing EtOH-water 2:1 v/v.By using this procedure, compound 1was obtained in 91% yield (230 mg, 0.910 mmol).

References:

Da Silva Maia, Angélica Faleiros;Siqueira, Raoni Pais;De Oliveira, Fabrício Marques;Ferreira, Joana Gasperazzo;Da Silva, Silma Francielle;Caiuby, Clarice Alves Dale;De Oliveira, Leandro Licursi;De Paula, Sérgio Oliveira;Souza, Rafael Aparecido Carvalho;Guilardi, Silvana;Bressan, Gustavo Costa;Teixeira, Róbson Ricardo [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 12,p. 2810 - 2816] Location in patent:supporting information