Morpholine → 6-Morpholino-1,4-heptadiene

Participants

Reaction Steps

Vinyl bromide, E-1,3-pentadiene, and morpholine reacted with one mole percent palladium acetate - two mole percent tri-o-tolylphosphine as catalyst in 17 hrs. at 100° C. to form 6-morpholino-1,4-heptadiene in 52% yield. (All yields hereinafter reported, except where otherwise noted, are of purified, isolated products.) In this instance a 3:1 ratio of diene to vinylic halide was used, it being found that better yields were obtained thereby than with the lower 1.25:1 ratio. The remainder of the product was polymer and higher boiling materials which were not identified.

Provenance & Evidence