4.6 Article

Solvent applications of 2-methyltetrahydrofuran in organometallic and biphasic reactions

Journal

ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 11, Issue 1, Pages 156-159

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/op060155c

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2-Methyltetrahydrofuran (MeTHF) is a commercially available solvent that is produced from renewable resources. The properties of MeTHF place it between tetrahydrofuran (THF) and diethyl ether in solvent polarity and Lewis base strength. In many cases, MeTHF can replace THF in organometallic reactions. The formation and reaction of Grignard reagents in MeTHF and THF are similar. MeTHF can be used as a solvent for low-temperature lithiation, for lithium aluminum hydride reductions, for the Reformatsky reaction, and for metal-catalyzed coupling reactions. MeTHF is also a good substitute for dichloromethane in biphasic reactions.

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