Cyclopentyl Methyl Ether as a New and Alternative Process Solvent
Specialty Chemicals Division, Zeon Corporation, 1-6-2, Marunouchi, Chiyoda-ku, Tokyo 100-8246, Japan, and Faculty of Pharmacy, Takasaki University of Health and Welfare, 60 Naka-Orui, Takasaki, Gunma 370-0033, Japan
Org. Process Res. Dev., 2007, 11 (2), pp 251–258
DOI: 10.1021/op0680136
Publication Date (Web): February 24, 2007
Copyright © 2007 American Chemical Society
Abstract
Cyclopentyl methyl ether (CPME) has become available in commercial quantities since November 2005 from Zeon Corporation with approval by the Toxic Substances Control Act (TSCA) and the European List of Notified Chemical Substances (ELINCS). A high boiling point (106 °C) and preferable characteristics such as low formation of peroxides, relative stability under acidic and basic conditions, formation of azeotropes with water coupled with a narrow explosion range render CPME an alternative to other ethereal solvents such as tetrahydrofuran (THF), 2-methyl tetrahydrofuran (2-MeTHF), dioxane (carcinogenic), and 1,2-dimethoxyethane (DME). Conventional drying is unnecessary for general organometallic reactions including Grignard reactions, enolate formation, Claisen condensation, general reductions, and Pd-based transformations.
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