لله - od This B-diketone can be synthesized from cyclohexene and cyclopentanone using an enamine reaction; the following steps are involved: 1. Cyclohexene reacts with NBS to give allyl bromide 1; 2. Allyl bromide 1 reacts with Mg, ether to give Grignard 2; 3. Grignard 2 reacts with CO₂ then H3O+ to give acid 3; 4. Acid 3 reacts with SOC1₂ to give acid chloride 4; 5. Cyclopentanone reacts with morpholine to give enamine 5; 6. Enamine 5 reacts with acid chloride 4 to give adduct 6; 7. Adduct 6 is hydrolyzed to give the product. Draw the structure of acid 3.
لله - od This B-diketone can be synthesized from cyclohexene and cyclopentanone using an enamine reaction; the following steps are involved: 1. Cyclohexene reacts with NBS to give allyl bromide 1; 2. Allyl bromide 1 reacts with Mg, ether to give Grignard 2; 3. Grignard 2 reacts with CO₂ then H3O+ to give acid 3; 4. Acid 3 reacts with SOC1₂ to give acid chloride 4; 5. Cyclopentanone reacts with morpholine to give enamine 5; 6. Enamine 5 reacts with acid chloride 4 to give adduct 6; 7. Adduct 6 is hydrolyzed to give the product. Draw the structure of acid 3.
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
Chapter19: Enolate Anions And Enamines
Section: Chapter Questions
Problem 19.40P: Enamines normally react with methyl iodide to give two products: one arising from alkylation at...
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