Claisen condensation between diethyl phthalate and ethyl acetate followed by saponifi- cation, acidification, and decarboxylation forms a diketone, C,H,O,. COOEt 1. EtO Na+ HCI, H,O B NaOH, H,O + CH3COOEt C,H,O2 2. НС, Н,О heat heat COOEt Diethyl phthalate Ethyl acetate Propose structural formulas for compounds A and B and the diketone.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions
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Problem 75AP: One frequently used method for preparing methyl esters is by reaction of carboxylic acids with...
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Claisen condensation between diethyl phthalate and ethyl acetate followed by saponifi-
cation, acidification, and decarboxylation forms a diketone, C,H,O,.
COOEt
1. EtO Na+
HCI, H,O
B
NaOH, H,O
+ CH3COOEt
C,H,O2
2. НС, Н,О
heat
heat
COOEt
Diethyl phthalate Ethyl acetate
Propose structural formulas for compounds A and B and the diketone.
Transcribed Image Text:Claisen condensation between diethyl phthalate and ethyl acetate followed by saponifi- cation, acidification, and decarboxylation forms a diketone, C,H,O,. COOEt 1. EtO Na+ HCI, H,O B NaOH, H,O + CH3COOEt C,H,O2 2. НС, Н,О heat heat COOEt Diethyl phthalate Ethyl acetate Propose structural formulas for compounds A and B and the diketone.
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