Solutions_Manual_for_Organic_Chemistry_6th_Ed 458

Solutions_Manual_for_Organic_Chemistry_6th_Ed 458 - 19-4...

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Unformatted text preview: 19-4 1 (i) og continued CH2NH2 I NHCH1 U) 0 CH2CH2NHCHl (k) NHCH3 CH3(CH2)3CHCH2CH3 (n) (I) (m) /"'N� PhCH2CHCH3 (p) � LiAIH4 .. H20 � HO CN -� HO CH 2NH2 + Q (0) OCH2CH3 qH N02 CN I CH3 (a) CH3 � NH2 NaN0 CH3 � N2 Cl2 Cuctt HCl (b) CH1 19-42 (c) CH1 'O from (a) from (a) 0 from (a) o CN 0 1) LiAIH4 .. 2) H20 CH3 � CH2NH2 0 / � I N2 Cl- + --- Kl CH1 (d) CH1 'O � 0 o o I N2 Cl- + (e) CH3 'O I � H2S04 .. H20 II CH3 � OH NH2 ° CH3 CH3C-Cl • '0 I � NHCOCH3 HN03 H2S04 CH3 °2N (f) CH3 '0 I NH2 + ° =<J Na(CH3COOhBH 453 CH3 after workup with base °2N 0 ?' � I NH2 + JJH3O !1 0 I � NHCOCH3 (+ isomer) CH1 � o � --o ...
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