Methyl Ethyl Ketone → HCID 9942206, compound

Participants

Reaction Steps

Reactants: 2-ethynylpyridine (6.0 mmol, 618 mg), 2-butanone (6.0 mmol, 0.54 mL); yields 2-[(3E)-3-methyl-3-penten-1-yny]pyridine, 2-(3-ethyl-3-buten-1-ynyl)pyridine and 2-[(3Z)-3-penten-1-ynyl]-pyridine as a transparent oil (135 mg, 14% overall yield) as a mixture of E, Z and exo-methylene isomers. 1H NMR (CDCl3, 300 MHz) Δ8.59 (m, 1H), 7.65 (m, 1H) 7.44 (m, 1H), 7.20 (m, 1H), 5.88 (m, 0.75H), 5.53 (s, 0.33H) 5.40 (s, 0.33H), 2.29 (q, J=7 Hz, 0.65H), (m, 4.5H), 1.17 (t, J=7 Hz, 1H). MS (EI ionization) 157 (M+) two peaks resolved.

Provenance & Evidence