Sodium Hydroxide → HCID 15057647, compound

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Reaction Steps

25.63 g (74 mmol) of 2-benzyloxy-5-fluoroisophthalic acid diethyl ester is dissolved in 200 ml of dry ethanol with exclusion of moisture and a solution of 1.48 g of sodium hydroxide in 50 ml of ethanol is instilled into this solution in the course of 2 hours at room temperature. The monosodium salt gradually precipitates. When the instillation is completed, it is stirred for 1 hour more, the precipitate is suctioned off and the filtrate is concentrated by evaporation to about half. In this process additional monosodium salt precipitates which is also suctioned off. The two filter residues are combined, suspended in water and the suspension is acidified with concentrated hydrochloric acid. The monoacid is shaken out with ethyl acetate, the ethyl acetate solution is dried on sodium sulfate, filtered and concentrated by evaporation. The solid residue is dried in a vacuum at 50° C. 14.93 g (46.92 mmol)=63.4% of the theoretical yield is obtained as a partially crystalline, partially amorphous solid.

Provenance & Evidence