Triethylamine → HCID 72195415, compound

Participants

Reaction Steps

To a solution of (4Z,7Z,10Z,13Z,16Z,19Z)-docosa-4,7,10,13,16,19-hexaenoic acid (3.3 g, 10 mmol) in 50 mL of anhydrous CH2Cl2 were added EDCI (2.2 g, 11.0 mmol), HOBt (1.5 g, 11.0 mmol), and Et3N at 0° C. The reaction mixture was allowed to warm to room temperature, and stirred overnight. The reaction mixture was diluted with 50 mL of CH2Cl2 and washed successively with water (3×20 mL), brine (30 mL). The resulting organic layer was dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The residue was purified by column chromatography (gradient elution from 2:1 pentane/EtOAc to 1:2 pentane/EtOAc) to afford 3.0 g of (4Z,7Z,10Z,13Z,16Z,19Z)—N-(3-hydroxypropyl)docosa-4,7,10,13,16,19-hexaenamide (78% yield).

Provenance & Evidence