Outline a synthesis for each of the following compounds tiom the indicated starting rnaterials and any other reagents. The starting material for the compounds in parts (a) through (e) is pentanoic acid.
(a) Pentylamine
(b) Butylamine
(c)

(d) N-ethyl-3-phenyl- I -propanamine from toluene
(e) Isobutylamine fiom acetone
(f) Nr-chlorobromobenzene from nitrobenzene
(g) 7:-methoxybenzonitrile fiom phenol
(h)

(i)

Transcribed Image Text:

CH3 PhCH-NCH CH,CHCH Br from butyraldehyde CH, (S)-CH3CHCH NH2 from (R)-CH,CHOH O from H,CC CH,CH CO H HC levulinic aciod CH3