Hydrochloric Acid → 3-Ethylpent-2-enoic acid

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Reaction Steps

3-ethyl pent-2-enoic acid methyl ester (200 mg, 1.4 mmol) was dissolved in dioxane (1 ml). 1N NaOH (1 ml) was added, and the mixture was left overnight at 50° C.; 1N hydrochloric acid was added (2 ml), and the compound was extracted with ethyl acetate. The organic solution was dried over sodium sulfate, filtered and the solvent was removed under reduced pressure, obtaining 162 mg of 3-ethylpent-2-enoic acid as colourless oil. Yield 90%. 1H-NMR: (CDCl3, 500 MHz) chemical shift p.p.m. 1.06–1.11 (m, 6H, CH2CH3); 2.23 (q, 2H, CH3CH2); 2.64 (q, 2H, CH3CH2); 5.65 (s, 1H, CHC(O)).

Provenance & Evidence