Triethylamine → HCID 19091889, compound

Participants

Reaction Steps

A mixture of 1.0 g (2.0 mmol) of 5-(octadecyloxy)-2-(phenylmethoxy)benzoic acid in 5 ml of thionyl chloride was heated to reflux for 1 hour and then concentrated at reduced pressure. The resultant acid chloride was dissolved in 30 ml of anhydrous THF and added dropwise to a stirred mixture of 0.785 g (2.5 mmol) of dibenzyl iminodiacetate and 0.85 ml (6.1 mmol) of triethylamine in 10 ml of THF. The reaction mixture was stirred at room temperature for 20 hours and the solvent was removed at reduced pressure. The product was purified by HPLC using 5% ethyl acetate-hexane to give 0.70 g (44% yield) of N-[5-(octadecyloxy)-2-(phenylmethoxy) benzoyl]-N-[2-(phenylmethoxy)-2-oxoethyl]glycine phenylmethyl ester as an oil.

Provenance & Evidence