4.4 Article

Reaction of Grignard reagents with carbonyl compounds under continuous flow conditions

Journal

TETRAHEDRON
Volume 66, Issue 17, Pages 3242-3247

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.02.078

Keywords

Flow Chemistry; Grignard reagent; Alcohol synthesis; Tramadol

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This contribution details how a continuous flow reactor was used to react carbonyl compounds with Grignard reagents at room temperature in an efficient and safe manner. Flow rate, residence time and temperature were optimized for the preparation of a small collection of secondary and tertiary alcohols. Excellent yields and general applicability were observed using the set-up protocol. The procedure was also applied for the preparation of Tramadol, an analgesic drug belonging to the opioid group. The developed conditions allowed the selective addition of Grignard reagents to aldehydes and ketones in the presence of a nitrile function. (C) 2010 Elsevier Ltd. All rights reserved.

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