Ethyl n-[(5-chloro-2-benzimidazolyl)methyl]-n-(4-chlorophenyl)glycinate → n-[(5-Chloro-2-benzimidazolyl)methyl]-n-(4-chlorophenyl)glycine

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Reaction Steps

Ethyl N-[(5-chloro-2-benzimidazolyl)methyl]-N-(4-chlorophenyl)glycinate (0.15 g) was dissolved in methanol (3 ml). A solution of LiOH monohydrate (92 mg) in water (0.5 ml) was added and the cloudy mixture was stirred at rt for 2 h. Water (25 ml) was added and the aqueous layer was washed with EtOAc (20 ml) and diethyl ether (20 ml). By addition of 1M HCl a pH of 5 was adjusted. The white precipitate was extracted with EtOAc (4×50 ml). The combined organic layers were dried (sodium sulfate) and concentrated to give a yellowish solid which was further purified by trituration with acetone to provide N-[(5-chloro-2-benzimidazolyl)methyl]-N-(4-chlorophenyl)glycine (43 mg) as colourless crystals.

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