@article{9c86a9490a854d348b27fe81282fe7f6,
title = "A mild, general method for conversion of esters to amides",
author = "Anwer Basha and Michael Lipton and Weinreb, {Steven M.}",
note = "Funding Information: -warming 2 at 41' with 2 equiv of dimethylaluminum benzylamide for 24 hr, 2 was isolated in 80% yield. Similarly, lactone 2 was inert to sodium amide in liquid ammonia, but was converted on treatment with 2.2 equivalents of dimethylaluminum amide for 26 hr at 41' to hydroxy amide 2 in 83%y ield. In a typical experiment 0.8 ml (2.0 mmol) of a 2.5 fi solution of trimethyl-aluminum in hexane (Alfa Inorganics) was slowly added at room temperature to a solution of 2.0 mm01o f amine or ammoniai n 5 ml of dry methylene chloride under nitrogen. The mixture was stirred at room temperature for 15 min and 2.0 nnnole of ester was added. The mixture was warmeda t 25-41o under nitrogen until TLC indicated that the reaction had gone to completion. The reaction was carefully quenched with dilute HCl and extracted with methylene chloride. The organic extract was dried (MgSO4)a nd concentrated to afford the carboxamide which could be recrystallized, necessary. Acknowledgement. We are grateful to the National Institutes of Health (HL-18450) for support of this research.",
year = "1977",
doi = "10.1016/S0040-4039(01)83457-2",
language = "English (US)",
volume = "18",
pages = "4171--4172",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Ltd",
number = "48",
}