COCH3 -- a) N: OH CO2CH3 CH3 CH2PH N. b) (CH3)½N-C(OCH3)2 .N. 180°C CH2CN(CH3)2 но CH2CH3 CH,CH3 OCCH3 O 1) 2 LIN'Pr2 (LDA) os'Bu(C OCCH3 2) 2 'Bu(CH32SICI c) (CH3)2 BuSio 3) 60°C

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 18CTQ
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4. Write a mechanism for each of the following reactions. Use the mechanistic arrow
convention to show electron flow for ionic (polar) steps and for pericyclic steps and include
the structure of all important reaction intermediates.
Transcribed Image Text:4. Write a mechanism for each of the following reactions. Use the mechanistic arrow convention to show electron flow for ionic (polar) steps and for pericyclic steps and include the structure of all important reaction intermediates.
CO2CH3
COCH3
a)
OH
CO2CH3
CH3
(CH3)2N-C(OCH3)2
CH2PH
N.
N.
b)
180°C
CH2CN(CH3)2
но
CH2CH3
CH,CH3
OCCH3
1) 2 LİN'Pr2 (LDA)
Osi'Bu(CH3)2
OCCH3
2) 2 'Bu(CH32SICI
c)
(CH3)2 BuSiO
3) 60°C
O
Transcribed Image Text:CO2CH3 COCH3 a) OH CO2CH3 CH3 (CH3)2N-C(OCH3)2 CH2PH N. N. b) 180°C CH2CN(CH3)2 но CH2CH3 CH,CH3 OCCH3 1) 2 LİN'Pr2 (LDA) Osi'Bu(CH3)2 OCCH3 2) 2 'Bu(CH32SICI c) (CH3)2 BuSiO 3) 60°C O
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