CONSTITUENTS OF Piscidia erythrina L.
Jan. 20, 1956
0.15 mm. The product was a soft, plastic, nearly colorless material. The infrared absorption spectrum showed absorption a t 2.92 and 5.80 p . "Anal. Calcd. for C21H&: C, 68.81; H, 9.35; C-CH3 (6),24.5; active H, 1; mol. wt., 366.5. Found: C, 69.05; H, 9.40; C-CHa, 21.2; active H, 1.09, 0.90; mol. wt., 359.1. ( b ) CzlHa6Op,.--The residues from the above distillation were combined and distilled. The fraction boiling a t a bath temperature of 190-200" under a pressure of 0.03 mm. was retained. This distillate formed a brittle glassy solid upon cooling. Three and one-tenth grams of this distillate was dissolved in 30 ml. of dry ether. Cooling gave 420 mg. of crystalline solid melting a t 196-201'. After two recrystallizations from ethyl acetate the product X I X melted a t 215" (capillary). The infrared absorption spectrum showed absorption a t 2.93 and 5.85 p . Only end absorption was present in the ultraviolet. Anal. Calcd. for C21Ha606: C, 65.59; H, 9.44; 0, 24.97; C-CHs (7), 27.3; active H, 2; mol. wt., 384.5. Found: C, 65.83; H, 9.47; 0, 25.24; C-CHa, 23.7; active 8 , 1.86; mol. mt., 384.7 (X-ray crystallographic analysis). The same product was isolated from several undistilled desulfurization products by crystallization from ethyl acetate. (c) Distillation of Foreruns.-The foreruns from the distillations in part (a) were fractionated twice. The first time the fraction boiling a t 119-137" a t 0.04 m m . was retained;
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the second time there was retained the fraction boiling a t 130-134' a t 0.05 mm., nZ6D 1.4896. The ultraviolet absorption spectrum showed maxima a t 210 mp, c 5700 and 268 mp, E 1550. The infrared spectrum showed strong absorption a t 5.80 p . Anal. Calcd. for CmHIIOI: C. 71.96: H. 9.78: mol. wt.. 350.5. Found: C, 71:90;' H, 9.07; mol. wt., 359.2; active H , 0; >C=C
