QDIS Blog

One of the omnipresent tasks in organic chemistry is how to work up a reaction. One of my pet peeves is the many articles that say something along the lines of “worked up in the usual manner” or “extracted with toluene” and no further information is given such as the amount or number of times the extraction was performed. It was interesting to me to see an article talking about the extraction process and how the extraction of not only the product, but also the original reaction solvent is often of immense import in downstream processing such as washing or crystallization.

Removal of Reaction Solvent by Extractive Workup: Survey of Water and Solvent Co-extraction in Various Systems (abstract) Delhaye, L., Ceccato, A., Jacobs, P., Kottgen, C., and Merschaert, A.
Org. Process Res. Dev., 11, 1, 160 - 164, 2007, 10.1021/op060154k

This article looks at a variety of reaction solvents; DMSO, DMF, NMP, DMAc, TMU, DMI, THF, 1,4-dioxane, diglyme, and acetonitrile and how they perform with extraction solvents such as toluene, EtOAc, iPrOAC, 1-chlorobtuane and heptane in aqueous solutions such as water and salt water.

The article is well wroth reading and noting for future use.

This is in the first issue of the journal for this year and is available to everyone. Typically for some ACS journals the first issue of the year is free and available to everyone.

Removal of Reaction Solvent by Extractive Workup: Survey of Water and Solvent Co-extraction in Various Systems (pdf) or alternative html

Here is the Supporting Info.

Technorati Tags: extraction solvents, solvents

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