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20.2 Outline a procedure for separating a mixture

20.2 Outline a procedure for separating a mixture

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(c)<br />

O<br />

O<br />

N R H 2N NH 2<br />

O<br />

NH<br />

NH<br />

O HN R<br />

O<br />

O<br />

H<br />

N NH 2<br />

N R<br />

20.4 <strong>Outline</strong> a preparation of benzylamine using the Gabriel synthesis.<br />

O<br />

N<br />

H<br />

O<br />

KOH X<br />

O<br />

O<br />

OH<br />

ethanol<br />

N<br />

H<br />

H<br />

N<br />

NH2 several steps<br />

O<br />

K<br />

N<br />

H<br />

H<br />

O<br />

O<br />

N<br />

N<br />

O<br />

O<br />

H<br />

H<br />

NH<br />

NH<br />

O<br />

O<br />

+<br />

N<br />

+ H 2N<br />

O<br />

O<br />

H 2N R<br />

H 2N NH 2<br />

20.5 Show how you might prepare each of the following amines through reductive amination:<br />

a) CH3(CH2)3CH2NH2<br />

H<br />

NH3,H2,Ni O<br />

b) C6H5CH2CH(NH2)CH3<br />

O<br />

c) CH3(CH2)4CH2NHC6H5<br />

d) C6H5CH2N(CH3)2<br />

O<br />

H<br />

NH 3,H 2,Ni<br />

H 2,Ni<br />

NH 2<br />

NH 2<br />

N<br />

H<br />

N<br />

H<br />

N<br />

H<br />

NH 2<br />

NH 2<br />

R

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