Butylmagnesium chloride in diethyl ether

Solutions of tert.-butylmagnesium chloride and cyclopentylmagnesium chloride in diethyl ether can be prepared in the same way. In these cases also the purity of the chlorides Is of great importance for a successful and smooth conversion into the Grignard reagent. 

Apparatus and procedure Closely similar to the preparation of tert.-Ci,H3MgCl, cyclohexyl-MgCl and cyclopentyl-MgCl (see Exp. 2). The yield (estimated from the results obtained from reactions with this reagent) is at least 90%. Here, too, it is essential to use M-butyl chloride which is free from butyl alcohol. 

Apparatus 1-1 three-necked, round-bottomed flask with a dropping funnel combined with a gas inlet, a mechanical stirrer and a reflux condenser in the case of CHjMgBr, however, the apparatus in Fig. 1 is used. 

The yields of the Grignard reagents are usually 90% or higher too fast an addition of RBr, however, may result in the formation of substantial amounts of R-R, especially in the case of bromobenzene. 

General note All reagents and glassware should be dry. The best way to obtain dry THF is to shake the commercial product with machine-powdered KOH (about 70 g/1) and distil the filtered liquid from a small amount of Li A1 Hi,. 

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Both 1,4- as well as 1,6-addition reaction products were observed almost thirty years later [84] in reactions of benzophenone and f-butylmagnesium chloride in diethyl ether ... 

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