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Organic Chemistry 2

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Moderate

Preparation of Alkyl Amines 1

ORGO2-KFZX63

Which of the synthetic sequences below would be the BEST way to accomplish the transformation shown?

Created for Albert.io. Copyright 2016. All rights reserved.

A

1) Jones reagent or chromic acid
2) $C{H}_{3}C{H}_{2}C{H}_{2}N{H}_{2}$, catalytic acid
3) $NaB{H}_{3}CN$

B

1) PCC or Swern oxidation
2) $C{H}_{3}C{H}_{2}C{H}_{2}N{H}_{2}$, catalytic~acid
3) $NaB{H}_{3}CN$

C

1) $P{Br}_{3}$
2) $N{H}_{3}$, catalytic acid
3) $C{H}_{3}C{H}_{2}C{H}_{2}N{H}_{2}$

D

1) PCC or Swern oxidation
2)$N{H}_{3}$, catalytic acid
3) $C{H}_{3}C{H}_{2}C{H}_{2}OH$