Methanol → HCID 59188282, compound

Participants

Reaction Steps

Methyl 3,5-bis(2′-decyltetradecanamido)benzoate from Step II, potassium hydroxide (0.38 g, 5.77 mmol), and methanol (20 mL) are added to a 50 mL vessel and heated to reflux. Deionized water (10 mL) is then added and the reaction is held at reflux overnight. The reaction is then cooled to room temperature, which results in the formation of an oil phase. Diethyl ether (20 mL) is added, and the aqueous phase is removed. The organic phase is then washed successively with 1 M hydrochloric acid (30 mL), 0.1 M hydrochloric acid (30 mL), and deionized water twice (30 mL each), before concentrating the ether layer by rotary evaporation, and drying in vacuo to give 3,5-bis(2′-decyltetradecanamido)benzoic acid as a light brown waxy solid (1.33 g, 99%). The product is identified by 1H and 13C NMR spectroscopy and ESI-MS and is of satisfactory purity.

Provenance & Evidence