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assignment10 - CHM 3120 Assignment 10 1 Give the product of...

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CHM 3120 Assignment 10 1) Give the product of the following: Ph O OH a) 1) LDA 2) PHCHO b) CN O + CH 2 O + NH 3 2 HOAc c) O O + NH 3 + CHO 1) HOAc 2) DDQ d) N Me Ph H O O O NH 2 OH HCl e) EtO O OH 1) NaOEt, EtOH 2) PHCHO 2) Give a mechanism for the following: O O OMe + CO 2 Et Cl O O CO 2 Et O OMe KOH EtOH 3) Propose a synthesis of the following: N Ph O OMe 4) Supply the missing structures:
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N H O 1) PhCH 2 COCl, py 2) LiAlH 4 CrO 3 H 2 N F 1) 2) NaBH 3 (CN) Cl O OMe py Analgesic Drug 5) Propose a synthesis for: N 6) Propose a synthesis of: OH O OH O 7) Propose a synthesis for the following: O O from O 8) Show the product of the following reaction and propose a mechanism. N NH 2 Cl O base
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9) Propose a synthesis for: N Me O O from O O 10) Show the product of the following. Two isomers are possible in this reaction. What are they? Ph O O NH 2 OH HCl 11) Propose detailed mechanisms for all transformations in the following synthesis.
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