Methyl iodide → Methyl 3-cyclopropyl-2-methyl-3-oxopropanoate

Temperature

25 °C

To a 500 ml round bottomed flask equipped with a magnetic stir bar under N2 atmosphere was charged methyl 3-cyclopropyl-3-oxopropanoate 1 (39.2 g, 276 mmol), MeI (17.2 ml, 276 mmol) and K2CO3 (57.2 g, 414 mmol). The mixture was agitated at 25 °C for 16 h. The reaction mixture was diluted with Et2O (100 ml) and filtered. The solids were rinsed with Et2O (100 ml) and the filtrate was concentrated to a crude oil. The crude oil was purified by normal phase column chromatography to give methyl 3-cyclopropyl-2-methyl-3-oxopropanoate 2 in 79% yield.

1. additionThe reaction mixture was diluted with Et2O (100 mL).
2. filtrationKeep filtrate
3. washThe solids were rinsed with Et2O (100 mL).
4. concentrationThe filtrate was concentrated to a crude oil.
5. other chromatographyThe crude oil was purified by normal phase column chromatography.

ORD record

ord-8b0645e6b72740d2a995676b85386226

Source dataset

Development of an automated kinetic profiling system with online HPLC for reaction optimization

DOI

10.1039/c9re00086k

Original link

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