Selective nitrogen protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate |
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| Authors: | Richard C Woudenberg |
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| Institution: | Department of Polymer Science and Engineering, Conte Research Center, University of Massachusetts, 120 Governors Drive, Amherst, MA 01003, USA |
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| Abstract: | A method for selective N-protection of hydroxyalkylbenzimidazoles using 2,2,2-trichloroethylchloroformate (Troc-Cl) applicable to various alkyl chain lengths has been developed. In the specific case of 5-(1-2,2,2-trichloroethyl formyl]-benzimidazol-2-yl)-propan-1-ol, migration of Troc from the benzimidazole to the primary alcohol occurs in the presence of triethylamine, allowing the choice of selective N-Troc or O-Troc protection. |
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| Keywords: | 2 2 2-Trichloroethylchloroformate Troc Benzimidazole Selective N-protection |
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