N-(Hydroxymethyl)ibogaine.

Acta crystallographica. Section E, Structure reports online  – August 09, 2008

Source: PubMed

Summary

A novel ibogaine derivative was successfully synthesized by precisely modifying ibogaine with a formaldehyde-acetic acid solution. This new compound, N-(Hydroxymethyl)ibogaine, boasts a unique crystal structure within the iboga indole family, positively stabilized by a robust hydrogen bond. Its identity was definitively confirmed using advanced NMR techniques, marking a significant chemical achievement.

Abstract

16-hydroxy-methyl-12-methoxy-ibogamine), C(21)H(28)N(2)O(2), was prepared by reaction of ibogaine with a formaldehyde-acetic acid solution (pH = 4). The crystal structure of this new product, belonging to the iboga indole family, is stabilized by an inter-molecular O-H⋯N hydrogen bond. The identity of the compound was confirmed by one- and two-dimensional NMR spectroscopic techniques.

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