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BENZYL 4-BENZYLOXYBENZOATE synthesis

6synthesis methods
-

Yield:56442-22-9 76%

Reaction Conditions:

with sodium iodide;potassium carbonate in acetonitrile;

Steps:

A.1 Intermediate B

1. 4-(Phenylmethoxy)benzoic acid. In a modification of the literature method [E. L. Elied, R. P. Anderson, Reactions of esters with targeting amines. I. Benzyl esters from methyl esters and benzyldimethylamine, J. Am. Chem. Soc., 1952, 74, 547-549] a mixture of 4-hydroxybenzoic acid (27.6 g, 200 mmol), chloromethylbenzene (57.0 g, 450 mmol), potassium carbonate (50 g) and sodium iodide (25 g) was boiled under reflux in acetonitrile (500 mL) for 16 h. The suspension was filtered and the solvent was evaporated from the filtrate under reduced pressure. The residue was recrystallized from ethanol to give phenylmethyl 4-(phenylmethoxy)benzoate (48.8 g, 76%).

References:

US5618528,1997,A

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