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Lactones can be prepared from diethyl malonate and

Chapter 22, Problem 22.103

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QUESTION:

Lactones can be prepared from diethyl malonate and epoxides. Diethyl malonate is treated with a base, followed by an epoxide, followed by heating in aqueous acid: EtO OEt O O HO OH O O OH HO O OH O O H3O+ Heat (CO2) 1) NaOEt 2) O H3O+ Heat EtO OEt O O O [H3O+] @ Using this process, identify what reagents you would need to prepare the following compound: O O

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QUESTION:

Lactones can be prepared from diethyl malonate and epoxides. Diethyl malonate is treated with a base, followed by an epoxide, followed by heating in aqueous acid: EtO OEt O O HO OH O O OH HO O OH O O H3O+ Heat (CO2) 1) NaOEt 2) O H3O+ Heat EtO OEt O O O [H3O+] @ Using this process, identify what reagents you would need to prepare the following compound: O O

ANSWER:

Step 1 of 2

In this exercise, we’re told that lactones can be prepared from diethyl malonate and epoxide. Diethyl malonate is first treated with a base and then an epoxide. The procedure is finished by heating in aqueous acid, as shown below.

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