Malonic Ester Synthesis of Diethyl n-Butylmalonate

Malonic Ester Synthesis of Diethyl n-Butylmalonate -...

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Malonic Ester Synthesis of Diethyl n-Butylmalonate Last update: 22 August 2005 Dr. Glenn Nomura Reference : Williamson, Macroscale and Microscale Organic Experiments , 4 th edition, Houghton Mifflin: New York, 2003, Experiment 42.1, (5 X) microscale Diethyl n-Butylmalonate, p. 510 Equation: CH 3 CH 2 OCC H 2 O C O OCH 2 CH 3 K 2 CO 3 CH 3 N[(CH 2 ) 7 CH 3 ] 3 Cl tricaprylmethylammonium chloride MW 404.17 diethyl malonate MW 160.17 bp 199.3 o C n D 20 1.4140 CH 3 CH 2 OCC H O C O OCH 2 CH 3 + H 2 O + CO 2 1-bromobutane MW 137.03 bp 101.6 o C n D 20 1.4390 CH 3 CH 2 CH 2 CH 2 Br CH 3 CH 2 OCC H O C O OCH 2 CH 3 CH 2 CH 2 CH 2 CH 3 diethyl n-butylmalonate MW 216.25 bp 235-240 o C n D 20 1.4220 K + FW 138.215 Materials: 1. tricaprylmethylammonium chloride “Aliquot ”, 0.20 g (0.000495 mol) 2. diethyl malonate, 2.00 g (0.01249 mol) 3. 1-bromobutane, 1.75 g (0.01277 mol) 4. anhyd. K 2 CO 3 , 2.1 g (0.0152 mol) Procedure:
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This note was uploaded on 11/06/2010 for the course CHEM 10258 taught by Professor Dr.doodoohead during the Spring '10 term at Gwinnett Technical College.

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Malonic Ester Synthesis of Diethyl n-Butylmalonate -...

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