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Contribution à l'étude des N‐Halogènimides II (1). La N‐Chlorosuccinimide

par Hebbelynck, Marcel ;Martin, Ricardo
Référence Bulletin des Sociétés chimiques belges, 60, 1-2, page (54-68)
Publication Publié, 1951

Article révisé par les pairs

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Résumé :

We have studied the action of N‐chlorosuccinimide, in anhydrous organic solvents, on derivatives of the following general formula: Ar‐CH2X and Ar‐CH. Using this technique, we have oxidized benzyl alcohol into benzaldehyde in 74% yield. We have also oxidized α‐and β‐naphthylcarbinol, o‐, m‐ and p‐tolylcarbinol, phthalyl alcohol, benzhydrol and n‐butylphenylcarbinol into the corresponding aldehydes and ketones. N‐chlorosuccinimide reacts violently with benzylamine to give, after hydrolysis, benzaldehyde (31% yield) and benzonitrile (34% yield). Benzyl chloride and benzaldehyde give respectively benzal chloride and benzoyl chloride which have been characterized by hydrolysis to benzaldehyde and benzoic acid. Copyright © 1951 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim