Pyridine → N-Acetyl-N-(2-pyridinylmethyl)-4-(tetradecyloxy)benzamide

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Reaction Steps

A mixture of 2.0 g of product from Example 4, 8.9 ml acetic anhydride, 0.0863 g 4-dimethylaminopyridine and 30 ml pyridine is heated at reflux temperature for 23 hours, cooled, poured into 150 ml of water and extracted with methylene chloride. The organic layer is washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatogaphy (silica ge1:15-20% ethyl acetate/hexane) to give 1.4 g of the desired product as light yellow crystals.

Provenance & Evidence