An Efficient Method for the Preparation of Versatile Building Blocks: 1-Substituted 2,2-Dimethoxyethylamine Hydrochlorides

作者：Liu Bo; Su Deyong; Cheng Guolin; Liu Hui; Wang Xinyan^*; Hu Yuefei

来源：Synthesis, 2009, 2009(19): 3227-3232.

DOI：10.1055/s-0029-1216943

• heterocycles
• alkylation
• N-debenzylation
• Betti base
• 2,2-dimethoxyethylamines

A novel method for the preparation of 1-substituted 2,2-dimethoxyethylamine hydrochlorides was developed. The method includes three highly efficient steps: (1) direct use of aqueous (MeO)(2)CHCHO for the preparation of N,O-acetal by condensation with Betti base without acidic catalyst; (2) regioselective alkylations of the NO-acetal with Grignard reagents; and (3) Pd/C catalytic hydrogenolyses of benzylamines in the presence of ClCH(2)CHCl(2) to directly give the target products as crystalline amine hydrochlorides. The method reported is extremely convenient and highly efficient with wide substrate scopes.

• 出版日期2009-10-1
• 单位清华大学