Complete the statements by providing the reagents necessary to complete each step of the synthesis. CO₂H CO₂C2H5 CHO to form an unsaturated carboxylic acid, treatment with

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.47P
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Complete the statements by providing the reagents necessary to complete each step of the synthesis.
Ketone reacted with
CO₂H
and then
yielded a derivative, which was treated with
1) (i) C6H5MgBr (ii) H3O+
2) (i) DIBAL-H (ii). H3O+
3) Sia2BH,H202, NaOH
4) CH2N2 (diazamethane)
CO₂C2H5
5) PCC (an oxidant)
6) H2SO4, H2O, heat
7) HgSO4/ H2SO4
8) C₂H5OH, H3O*, heat
TABLE OF REAGENTS
to form an unsaturated carboxylic acid, treatment with
to yield unsaturated aldehyde as the final product.
CHO
MacBook Air
9) C6H5 CH2 P(C6H5)3; NaOH
10) PCC (an oxidant)
11) NaCN, H₂SO4
12) PhCH2CHO, H3O*
Transcribed Image Text:Complete the statements by providing the reagents necessary to complete each step of the synthesis. Ketone reacted with CO₂H and then yielded a derivative, which was treated with 1) (i) C6H5MgBr (ii) H3O+ 2) (i) DIBAL-H (ii). H3O+ 3) Sia2BH,H202, NaOH 4) CH2N2 (diazamethane) CO₂C2H5 5) PCC (an oxidant) 6) H2SO4, H2O, heat 7) HgSO4/ H2SO4 8) C₂H5OH, H3O*, heat TABLE OF REAGENTS to form an unsaturated carboxylic acid, treatment with to yield unsaturated aldehyde as the final product. CHO MacBook Air 9) C6H5 CH2 P(C6H5)3; NaOH 10) PCC (an oxidant) 11) NaCN, H₂SO4 12) PhCH2CHO, H3O*
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