Ammonia → 3-Methoxymethoxy-2,2-dimethylpropionic acid methoxymethyl ester

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Reaction Steps

To a mixture of 3-hydroxy-2,2-dimethylpropionic acid [CAS No. 4835-90-9] (10 g) and dichloromethane (350 mL), at 0° C., chloromethyl methyl ether (16.1 mL) dissolved in dichloromethane (30 mL) and N,N-diisopropylethylamine (44.2 mL) were sequentially added. After stirring the mixture overnight at room temperature, aqueous ammonia (50 mL) was added thereto. To the mixture, 2 N hydrochloric acid (500 mL) and diethyl ether (800 mL) were added, and the resulting mixture was shaken, followed by collection of the organic layer. The organic layer was sequentially washed with saturated aqueous sodium hydrogen carbonate solution (300 mL) and saturated aqueous sodium chloride solution (300 mL), and dried over anhydrous magnesium sulfate. The resulting mixture was filtered and the obtained filtrate was concentrated under reduced pressure to obtain the captioned compound (16.5 g).

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