Jervine. XII. Transformation Products of 5,6-Dihydroisojervine and N-Acetyl-Δ⁴-isojerv-3-one

Abstract

W INTERSTEINER waa crystallized from ethyl acetate yielding rods (334 mg.); m.p. (120); A" , : ' 2.79 (l), 5.76 (s), 5.80 (s), 5.85 (m), 6.03 (s), 6.11 (m). 7.96 (8) p. Anal. Calcd. for CaaHdhN (571.7): C, 69.32; H, 8.64. Found: C, 69.50; H, 8.55.The N-acetylenone (XIVa), which could not be prepared by treating X-acety1-5,6,7,8-tetrahydroisojervine 17,17a-oxide with neutral alumina, was obtained by hydrolyzing the triacetylenone (XIVb) with 57, methanolic potassium hydroxide overnight. The product could not be crystallized; 258 mp (E 8975), 335-355 (98); A", ::"' 2.96 (m), 5.83 (m), 6.14 ( s ) , 7.95 (m) p.