6-Aminohexanoic Acid → 6-(4-Nitro-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)hexanoic acid

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Reaction Steps

The starting material used in the above example can be prepared as follows: 3.86 g (0.02 mol) of 3-nitrophthalic anhydride and 2.9 g (0.022 mol) of 6-aminocaproic acid are heated under reflux for 8 hours and then evaporated. The solid residue is stirred with water, filtered off with suction and dried for 24 hours at 80° C. 5.7 g (93% of theory) of 6-(3-nitrophthalimidyl)-caproic acid are obtained; melting point 148°-150° C. IR spectrum (CH2Cl2): 1790 and 1725 cm-1 (CO--N--CO); 1550 and 1370 cm-1 (NO2).

Provenance & Evidence