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An efficient method for hydrolysis of N-monosubstituted amides utilization of intramolecular NO acyl migration in hydroxypivalimides

✍ Scribed by Tetsuto Tsunoda; Osamu Sasaki; Osamu Takeuchi; Shô Itô

Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
709 KB
Volume
47
Category
Article
ISSN
0040-4020

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✦ Synopsis

An eficient and versatile method for the hydrolysis of N-monosubstituted carboxamides has been developed. The method consists of two steps: the conversion to acetoxypivalbnides (190% yield) and their mild alkaline hyakolysis (7040% yield). No epimetization at the oqosition of the acyl group took place in the process. The andne part of the original ant&s can be recovered in good yield.

📜 SIMILAR VOLUMES

An efficient method for hydrolysis of N-
An efficient method for hydrolysis of N-monosubstituted amides via acetoxypivalimides
✍ Tetsuto Tsunoda; Osamu Sasaki; Shô Itô 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 223 KB

Various N-monosubstituted carboxamides were efficiently hydrolyzed in two steps through acetoxypivalimides. The method can be applied to a wide range of amides without racemization of a-position of the acyl groups. The amines can also be recovered.