An Efficient Two-Step Synthesis of 3-Amino-1-Benzhydrylazetidine
| Autor: | David C. Whritenour, Thomas Andrew Brandt, Bryan Li, Michael F. Witt |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Methanesulfonyl chloride
010405 organic chemistry Mesylate General Medicine General Chemistry 010402 general chemistry 01 natural sciences law.invention 0104 chemical sciences Filter cake chemistry.chemical_compound Ammonium hydroxide Aminolysis chemistry law Yield (chemistry) Organic chemistry Acetonitrile Triethylamine Filtration Nuclear chemistry |
| Zdroj: | Journal of Chemical Research. 2006:478-480 |
| ISSN: | 2047-6507 1747-5198 |
| DOI: | 10.3184/030823406777980583 |
| Popis: | A streamlined process for the synthesis of 3-amino-1-benzhydrylazetidine is described. Commercially available 1-benzhydrylazetidin-3-ol was reacted with methanesulfonyl chloride in the presence of triethylamine in acetonitrile, upon quench with water, the mesylate intermediate (3) was isolated by filtration. The wet filter cake was subsequently treated with ammonium hydroxide/isopropanol in a Parr reactor at ∼70°C. The procedure afforded the titled compound as mono acetate salt in 72–84% yield. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|