+ H₂N maleic anhydride HO CO HO CO HN- -OCH3 -OCH3 ethyl acetate, RT 4-methoxyaniline (also known as para-anisidine) HN- -OCH 3 ཚིག་ཨིན་ w . NaOAc heat N-(4-methoxyphenyl)maleianilic acid + cyclopentadiene 50~ ethanol -OCH 3 STEP 3 N-(4-methoxyphenyl)maleimide (STEP 2 product) N-(4-methoxyphenyl)maleianilic acid ⚫OCH 3 N-(4-methoxyphenyl)maleimide TARGET -OCH3

Chemistry
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Chapter1: Chemical Foundations
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Help with a Curved-arrow mechanism for Multistep Synthesis of N-(4-methoxyphenyl) cis-norbornene-5,6-endo-dicarboxylic imide

+ H₂N
maleic anhydride
HO
CO
HO
CO
HN-
-OCH3
-OCH3
ethyl acetate, RT
4-methoxyaniline
(also known as para-anisidine)
HN-
-OCH 3
ཚིག་ཨིན་ w
. NaOAc
heat
N-(4-methoxyphenyl)maleianilic acid
+
cyclopentadiene
50~
ethanol
-OCH 3
STEP 3
N-(4-methoxyphenyl)maleimide
(STEP 2 product)
N-(4-methoxyphenyl)maleianilic acid
⚫OCH 3
N-(4-methoxyphenyl)maleimide
TARGET
-OCH3
Transcribed Image Text:+ H₂N maleic anhydride HO CO HO CO HN- -OCH3 -OCH3 ethyl acetate, RT 4-methoxyaniline (also known as para-anisidine) HN- -OCH 3 ཚིག་ཨིན་ w . NaOAc heat N-(4-methoxyphenyl)maleianilic acid + cyclopentadiene 50~ ethanol -OCH 3 STEP 3 N-(4-methoxyphenyl)maleimide (STEP 2 product) N-(4-methoxyphenyl)maleianilic acid ⚫OCH 3 N-(4-methoxyphenyl)maleimide TARGET -OCH3
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