2502. γ-Coniceine

Nomenclature

CAS number: 1604-01-9
2,3,4,5-Tetrahydro-6-propylpyridine; 2-n-propyl-3,4,5,6-tetrahydropyridine; 2-n-propyl-Δ1-piperidine.
C8H15N; mol wt 125.21.
C 76.74%, H 12.07%, N 11.19%.

Description and references

Easily reduced to dl-coniine, q.v. From seeds of Conium maculatum L., Umbelliferae: Cromwell, Biochem. J. 64, 259 (1956); Fairbairn, Challen, ibid. 72, 556 (1959); Fairbairn, Sewal, Phytochemistry 1, 38 (1961). Structure: Beyerman et al., Rec. Trav. Chim. 80, 513 (1961). Synthesis: Lukes et al., Collect. Czech. Chem. Commun. 12, 641 (1947); Cervinka, Chem. Listy 52, 1145 (1958).

Chemical structure

Properties

Alkaline liquid, mousy odor. bp 171°; bp15 63°. Volatile with steam. d415 0.8753. nD16 1.4661. Slightly sol in water; freely sol in alcohol, chloroform, ether.

Derivative

Hydrochloride.
C8H15N.HCl; mol wt 161.67.
C 59.43%, H 9.98%, N 8.66%, Cl 21.93%.

Properties

Hygroscopic crystals from ether, mp 143°.