An Efficient Process for the Synthesis of γ-Arylbutanals via Copper-Mediated Grignard Coupling
WT Monte, AC Lindbeck
Index: Monte, William T.; Lindbeck, Aline C. Organic Process Research and Development, 2001 , vol. 5, # 3 p. 267 - 269
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Citation Number: 7
Abstract
The Grignard reagent of 2-(2-bromoethyl)-1,3-dioxolane 2 (Scheme 2) is prepared at 20−28 °C to avoid decomposition. 8 If the corresponding dioxane is used, the organomagnesium species can be formed in refluxing THF. During scale-up it is convenient to generate the Grignard with 1 equiv of magnesium, eliminating the need for filtration of the Grignard 2. The coupling reaction between the Grignard 2 and 4-benzyloxybenzyl chloride is catalyzed by 0.3−0.5 mol % Li ...
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