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A Solvent-Free Claisen Condensation Reaction for the Organic LaboratoryJohn J. Esteb and Matthew B. Stockton An experiment involving the Claisen condensation reaction for a first-year organic chemistry laboratory is presented. In this experiment, potassium tert-butoxide and ethyl phenylacetate are heated to 100 C for 30 minutes under solvent-free conditions to produce 2,4-diphenyl acetoacetate in 80% yield. Esteb, John J.; Stockton, Matthew B. J. Chem. Educ.2003, 80, 1446.
Synthesis |
Esters
Nucleophilic Addition vs. Substituion: A Puzzle for the Organic LaboratoryErnest F. Silversmith The chemistry of beta-carbonyl compounds is studied. Beta-carbonyl compounds react with hydrazines to give products with a 5-membered ring containing two nitrogens. The experiment makes students determine whether ethyl 2-acetyl-3-oxobutanoate reacts like a beta-diketone or like a beta-keto ester. Silversmith, Ernest F. J. Chem. Educ.1998, 75, 221.