2.4) Explain why the following synthetic routes do not produce the desired products. Propose an alternative route for the conversion of the starting compound to the target product in each case. (a) 1) Br2, CH3CO,H CH,CH,CH,COE! CH CH CHCOET 2) Pyridine, heat (3) (b) OH 1) MeMgBr, Et20 H,0* 2) H30*

2.4) Explain why the following synthetic routes do not produce the desired products. Propose an alternative route for the conversion of the starting compound to the target product in each case. (a) 1) Br2, CH3CO,H CH,CH,CH,COE! CH CH CHCOET 2) Pyridine, heat (3) (b) OH 1) MeMgBr, Et20 H,0* 2) H30*

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

Chapter23: Amines

Section: Chapter Questions

Problem 23.58P

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Question

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2.4) Explain why the following synthetic routes do not produce the desired products.
Propose an alternative route for the conversion of the starting compound to the target
product in each case.
(a)
1) Br2, CH;CO,H
II
CH,CH,CH,COEE
CH,CH CHCOEt
2) Pyridine, heat
(3)
(b)
OH
1) MeMgBr, Et,O
H,O*
2) H3O*
(6
2021-5-7 15:44 15

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