Problems and exercisesOrganolithiums, Grignard reagents and cuprates
Exercise 1
What product is obtained by treating methyl benzoate with (a) two equivalents of methylmagnesium bromide and (b) one equivalent? How would you prepare acetophenone from benzoic acid with a Grignard reagent?
Exercise 2
Predict the major product of the reaction of cyclohex-2-enone with (a) Ph2CuLi and (b) PhLi, followed by hydrolysis. What would happen if the enolate formed in (a) were treated with methyl iodide before hydrolysis?