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ChemicalBook CAS DataBase List 2,4-bis(phenylmethoxy)-Benzaldehyde

2,4-bis(phenylmethoxy)-Benzaldehyde synthesis

3synthesis methods
-

Yield:13246-46-3 100%

Reaction Conditions:

with caesium carbonate in acetone at 20;

Steps:

4.5 Protection of substituted salicylaldehydes with benzyl group

General procedure: In a typical experiment: 5-chlorosalicylaldehyde (20) (1.0 g/6.4 mmol) was placed in a two-necked round-bottom flask and then it was added Cs2CO3 (3.13 g/9.6 mmol), benzyl bromide (1.64 g/9.6 mmol) and 50 mL of acetone. The mixture was allowed to stir at room temperature overnight. The product was then filtered and washed with acetone. The solvent was evaporated and the crude product purified by column chromatography (silica gel, n-hexane/ethyl acetate 95:5). Compound 24a was obtained as white solid (1.42 g/90%).

References:

Azevedo, Carlos M.G.;Afonso, Carlos M.M.;Sousa, Diana;Lima, Raquel T.;Helena Vasconcelos;Pedro, Madalena;Barbosa, Jo?o;Corrêa, Arlene G.;Reis, Salette;Pinto, Madalena M.M. [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 11,p. 2941 - 2959]