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Unformatted text preview: N NH 2 HN NH 2 10.37 9.13 4.49 2.16 CO 2 H CN NH 2 1) SOCl 2 2) NH 3 3) Cl 2 , NaOH, H 2 O OCH 3 H 3 CO O OH OCH 3 H 3 CO NH 2 Name __________________________ 4. (6 pts) Using curved arrow notation write a stepwise mechanism for the transformation of A and B to C . OEt O O O NaOEt HOEt OEt O O O 5. (4 pts) When C is heated in aqueous acid it is transformed to compound D . Reductive amination with dimethylamine gives compound E . Provide the reagents and draw the structures of the intermediates for the convertion of E to compound H by the Hofmann elimination. A B C O O D Me 2 NH, NaCNBH 4 pH 4 buffer N N E E F G G heat H 2 N N MeI I-I-N N HO-HO-Ag 2 O-OEt OEt O O + HOEt O OEt O O O H-OEt 2 pts for structure, 1 pt for arrows 2 pts for structure, 1 pt for arrows...
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- Spring '08
- pH, pts, 1 pt, 2 pts