Ethanolamine → 3-Benzyloxy-1-(3'-hydroxypropyl)-2-methylpyrid-4-one

Participants

Reaction Steps

3-Benzyloxy-2-methyl-4-pyrone, prepared as described under (J), is reacted with 3-hydroxypropylamine under substantially similar conditions to those described under (K) for reaction with 2-hydroxyethylamine to give 3-benzyloxy-1-(3'-hydroxypropyl)-2-methylpyrid-4-one. This is deprotected using the procedure described under (K) to give 3-hydroxy-1-(3'-hydroxypropyl)-2-methylpyrid-4-one as white crystals, m.p. 111°-113° C.; δmax (nujol) 1630, 3150, 3350 cm-1, δ(d6DMSO) 1.8 (m, 2H), 2.4 (s, 3H), 3.35 (t, 2H), 4.33 (t, 2H), 7.3 (d, 1H), 8.2 (d, 1H).

Provenance & Evidence