Preparation of RMgX, where X is an oxygen, nitrogen or sulfur ligand

4 Preparation of RMgX, where X is an oxygen, nitrogen or sulfur ligand 

Although other methods are available for synthesizing alkylmagnesium dialkylamides, alkoxides and thiolates, the reaction of a dialkylmagnesium compound with a secondary amine, an alcohol, or a thiol, provides a convenient general method. Some examples are summarized in Table 3.11. 

A convenient alternative procedure for alkylmagnesium alkoxides, which avoids the sometimes tedious preparation of a dialkylmagnesium compound, is the reaction of an alkyl chloride, magnesium and an alcohol, in a medium (such as a hydrocarbon) in which magnesium chloride is insoluble [28]. 

Another general method is the reaction of Grignard reagent with an anion  

This method has been applied to the preparation of alkylmagnesium alkoxides (with sodium alkoxides) [29], carboxylates (with sodium carboxylates) [30], acetylacetonates (with sodium acetylacetonate) [29], 

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