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

Temperature

60 °C

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).

1. stirringthe thus-obtained mixture was stirred at room temperature for an additional 2 hours
2. extractionthe reaction mixture was extracted with methylene chloride twice
3. washThe organic layer was washed with saturated brine
4. dry with materialwas dried over sodium sulfate anhydrate
5. distillationThe solvent was distilled away under reduced pressure
6. distillationthe resultant oily matter was subjected to distillation

ORD record

ord-6b6fb6fdc82d4a02ab885ba8efb11c0f

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07576135B2