5-Aminovaleric acid → HCID 18411557, compound

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Reaction Steps

4-nitrophthalic anhydride (0.25 g, 0.0013 mol) and 5-aminopentanoic acid (0.152 g, 0.0013 mol) were refluxed as above overnight. The clear solution was purified as per 120 to yield 0.37 g (98%) 143 as dull white crystals: mp=172° C.; Rf 0.93 (A): Rf 0.83 (B): Rf 0.69 (D): 1H NMR (DMSO-d6) δ 1.83 (m, 2H), 2.29 (t, J=7.2 Hz, 2H), 3.64 (t, J=6.7 Hz, 2H), 8.01 (d, J=7.6 Hz, 1H), 8.45 (d, J=1.9 Hz, 1H), 8.59 (dd, J=7.6, 1.9 Hz, 1H); IR (cm−1): 2750–3200 (OH), 3056 (C═CH), 2620 (C—H), 1773 (C═O), 1707 (bs, C═O), 1624 (C═C), 1543 (N═O), 1438 (C═C), 1403 (C—O), 1351 (N═O), 1217 (C—O), 1068 (C—O), 723 (C═CH); MS m/z (rel intensity) 305 (100).

Provenance & Evidence