Water → Methyl 3-methoxy-2,2-dimethylpropanoate

Participants

Reaction Conditions

Reaction Steps

A solution of 3-hydroxy-2,2-dimethyl-propionic acid methyl ester (25.0 g) in tetrahydrofuran (300 mL) was added dropwise to a suspension comprising sodium hydride (as 60% oil suspension, 8.32 g) and tetrahydrofuran (100 mL) under ice cooling, followed by stirring at 60° C. for 1 hour. Methyl iodide (53.7 g) was added to the reaction mixture, and the thus-obtained mixture was stirred at room temperature for an additional 2 hours. After water was carefully added thereto, the reaction mixture was extracted with methylene chloride twice. The organic layer was washed with saturated brine, and was dried over sodium sulfate anhydrate. The solvent was distilled away under reduced pressure, and the resultant oily matter was subjected to distillation, to thereby give the title compound (12.8 g).

Provenance & Evidence