4-Pentenoic acid → HCID 86635052, compound

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Reaction Steps

To a solution of pent-4-enoic acid 0.1 M in DCM, tert-butyl carbazate (2 eq) was added followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.02 eq) and the mixture was allowed to stir at RT overnight. DCM was added and the organic solution was washed sequentially with saturated aq. NaHCO3 followed by saturated aq. NaCl and then dried over Na2SO4. Removal of the solvent in vacuo yielded the title compound as colorless oil. This material was used in the next step without further purification. 1H NMR (300 MHz, DMSO-d6) δ: 7.33 (bs, 1H), 6.51 (bs, 1H), 5.88-5.75 (m, 1H), 5.10-4.99 (m, 2H), 2.43-2.38 (m, 2H), 2.32 (t, J 6.8, 2H), 2.03 (s, 9H).

Provenance & Evidence