Propose a mechanism for formation of 2-carbethoxy-4-butanolactone and 4-butanolactone (y-butyrolactone) in the following sequence of reactions. COET 1. EtO-Na+ OEt 3. NaOH, H,O, heat EtO 4. HCI, heat 2-Carbethoxy- 4-Butanolactone 4-butanolactone (y-Butyrolactone)

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.43P
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Propose a mechanism for formation of 2-carbethoxy-4-butanolactone and 4-butanolactone
(y-butyrolactone) in the following sequence of reactions.
COET
1. EtO-Na+
OEt
3. NaOH, H,O, heat
EtO
4. HCI, heat
2-Carbethoxy-
4-Butanolactone
4-butanolactone
(y-Butyrolactone)
Transcribed Image Text:Propose a mechanism for formation of 2-carbethoxy-4-butanolactone and 4-butanolactone (y-butyrolactone) in the following sequence of reactions. COET 1. EtO-Na+ OEt 3. NaOH, H,O, heat EtO 4. HCI, heat 2-Carbethoxy- 4-Butanolactone 4-butanolactone (y-Butyrolactone)
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