Lab6SN2FS2010 - 6. M. Jones: Synthesis of...

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Synthesis of trans -1,2-dibenzoylcyclopropane 1 6. Synthesis of trans -1,2-dibenzoyl- cyclopropane M. Jones: S N 2 Reaction Chapter 7 (Section 7.4) pgs 268-288 Formation of Enolates Chapter 19 (Section 19.1) pgs 932-933 Halogenation at the α -position Chapter 19 (Section 19.4a) pgs 946-950 This procedure has been adapted from the microscale procedure described in the first edition of Experimental Organic Chemistry A Balanced Approach: Macroscale and Microscale by Jerry R. Mohring, Christina N. Hammond, Terence C. Morrill, and Doublas C. Neckers, W.H. Freeman, New York; 1998, pgs 333-339. Background In this experiment, you will perform a base-catalyzed ring closure to form a cyclopropane. The overall reaction is depicted in Figure 1. There are several steps in this reaction: formation of an enolate, halogenation of the -position, formation of a second enolate, followed by intramolecular S N 2 (ring closure). 1,3-dibenzoylpropane
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This note was uploaded on 02/07/2011 for the course CHEM 321l taught by Professor Staff during the Spring '08 term at University of Missouri-Kansas City .

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Lab6SN2FS2010 - 6. M. Jones: Synthesis of...

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