Tandem alkylation/ester hydrolysis using polymer-supported hydroxide for catch and release isolation of a series of benzoimidazolonecarboxylic acids

Journal of Combinatorial Chemistry

Volumn 10, Issue 4, 2008, Pages 498-500

  Welzel, Morgan ^a   Morwick, Tina M ^a  

^a BOEHRINGER INGELHEIM PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE; CARBOXYLIC ACID; ESTER; HYDROXIDE; IMIDAZOLE DERIVATIVE; IMIDAZOLONE; POLYMER;

ALKYLATION; ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; HYDROLYSIS; ISOLATION AND PURIFICATION; SYNTHESIS;

ALKYLATION; BENZENE; CARBOXYLIC ACIDS; ESTERS; HYDROLYSIS; HYDROXIDES; IMIDAZOLES; MOLECULAR STRUCTURE; POLYMERS;

EID: 49049101670     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc800030n     Document Type: Article

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21. It is essential that the alkylation reaction goes to completion to avoid product contamination with the hydrolyzed intermediates 1a and b.
22. Filtration of the mixtures prior to addition of the resin was found to be necessary to achieve good product yields. This was believed to be the result of carbonate exchange with available sites on the resin, because product acids were found to be partially released into the solvent prior to elution when the filtration step was excluded.