Synthesis of acetals containing a primary amino group

NA Lobanova, VK Stankevich, BF Kukharev

Index: Lobanova; Stankevich; Kukharev Russian Journal of Organic Chemistry, 2012 , vol. 48, # 10 p. 1289 - 1296 Zh. Org. Khim., 2012 , vol. 48, # 10 p. 1295 - 1301,7

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Abstract

Abstract Amino acetals of the general formula MeCH (OR)(OXNH 2)(R= Et, Bu, X= CH 2 CH 2, CH 2 CH 2 CH 2, CH 2 CMe 2) were synthesized in 53–91% yield by acid-catalyzed reaction of N-(2-hydroxyethyl)-, N-(3-hydroxypropyl)-, and N-(2-hydroxy-1, 1-dimethylethyl)- 2, 2, 2-trifluoroacetamides with vinyl ethers, followed by removal of the trifluoroacetyl protection by alkaline hydrolysis.

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