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N-(Hydroxymethyl)ibogaine

Raoudha Jarraya, Amira Bouaziz, Besma Hamdi, Abdelhamid Ben Salah, Mohamed Damak

Acta Crystallographica Section E Structure Reports Online August 7, 2008 Peer reviewed DOI: 10.1107/s1600536808025324 via OpenAlex

Summary

A new compound, 16-hydroxy-methyl-12-methoxy-ibogamine, was synthesized by reacting ibogaine with a formaldehyde-acetic acid solution. Its crystal structure features an inter-molecular O-H⋯N hydrogen bond, which stabilizes the molecule. The identity of this compound was confirmed using one- and two-dimensional NMR spectroscopic techniques.

Study at a glance

Key finding The new compound's identity was confirmed through NMR spectroscopy.

Abstract

THE TITLE COMPOUND (SYSTEMATIC NAME: 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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