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This document discusses different methods for conducting a Darzens reaction, specifically comparing using proton exchange versus going through an enamine or silyl enol ether intermediate. It recommends using the enamine or silyl enol ether method, or sodium hydride as a base instead of lithium diisopropylamide. Avoiding protection and deprotection is suggested to reduce steps and costs, and using a selective reducing agent like sodium borohydride is proposed.
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The document discusses various aromatic electrophilic substitution reactions including Vilsmeier-Haack formylation, Reimer-Tiemann reaction, Gattermann-Koch formylation, and Kolbe-Schmitt reaction. It provides details on the reaction conditions, mechanisms, substrates used, and products formed for each reaction. It also discusses some exceptions and problems related to these reactions.
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Synthesis
- 1. Fast proton exchange Darzens reaction instead of alkylation of acetone.
- 2. This is correct or you may go through enamine path Here also same proton exchange will occur to give Darzen's Reaction here proton exchange will not occur More acidic protons Less acidic protons And so We will get desired product
- 3. /THF -78oC heat Better go through enamine or silyl enol ether method. or use NaH as base instead of LDA.
- 6. FGI Not necessary Not necessary Because: 1. large number of steps 2. Cost will increase So avoid protection-deprotection technique and go through the use of selective reducing agents likeNaBH4
- 7. See my study material: Two-group disconnection- Claisen condensation. blocked more reactive E2 D E F [O]