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ChemicalBook CAS DataBase List 2-(3-formylphenoxy)acetamide
849015-95-8

2-(3-formylphenoxy)acetamide synthesis

2synthesis methods
-

Yield:849015-95-8 43%

Reaction Conditions:

with sodium hydride;sodium iodide in tetrahydrofuran at 0 - 70; for 4 h;

Steps:

Synthesis of 2-(3-formylphenoxy)acetamide (44b) and 2-(4-formylphenoxy)acetamide (45b):

3-hydroxy benzaldehyde/4-hydroxy benzaldehyde (leq), 2-bromoacetamide (1.2eq) and Nal(0.07eq) were taken in THF and cooled to 0°C to which NaH (3eq) was added portionwise. The reaction mixture was allowed to come to rt and heated at 70°C for 4h when TLC confirmed completion of reaction. The reaction mixture was cooled to rt and quenched with cold water. Extraction was done with EtOAc. The combined organic extracts was dried, concentrated and purified by column chromatography using silica gel (100-200 mesh) to afford the pure product.

References:

WO2013/116291,2013,A1 Location in patent:Page/Page column 220