anol (6 ml.) added to dissolve the aniline. The yield of amine was 1.35 g. (91%). Benzamide had m.p. 62-65°, lit.13 63-65°.N-Benzylaniline.-The method was similar to the previous with aniline and benzaldehyde (5 ml.), and ethanol (20 ml.).The yield was 1.67 g" (83%), m.p. 36-37.2°, lit.14 37-38°.N-Ethylpiperidine.-The method was similar to the previous with piperidine, 1.0 ml. (10.1 mmoles), and acetaldehyde (10 ml.). The borohydride was added over 30 min.; half of the acetaldehyde was added at the beginning, and the remainder after 15 min. The product was crystallized as the hydrochloride. The yield was 0.81 g. (53%) m.p. (evacuated capillary, uncor.) 225-227°, lit.16 225°. The picrate was also prepared, m.p. 165-167.5°, lit.16 167-168°. Corresponding synthetic attempts with acetone and cyclohexanone in place of acetaldehyde gave no detectable tertiary amine.
The potent neurotoxin occurring in the embryos of the California newt, Taricha torosa, has been obtained in crystalline form. With a lethal subcutaneous dose of approximately 0.14 micrograms for a 20-gram mouse, it is, along with saxitoxin and tetrodotoxin, one of the most toxic nonprotein substances known.
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