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HRID 2280535Erstellt: 26. Oktober 2026

Imidazole → 2-hydroxy-N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)benzamide

https://huagongshe.com/reaction/2280535

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktSalicyloyl chlorideHCID 74041—
Edukt(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamideHCID 59193341—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-hydroxy-N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)benzamideHCID 5919330173,4%

Reaktionsschritte

To a solution of (4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamide (104 mg, 0.27 mmol), 2-hydroxybenzoyl chloride (37 mg, 0.27 mmol) and imidazole (19 mg, 0.27 mmol) in EA (4 mL) at 0° C. was added dropwise a solution of DCC (0.57 g, 0.27 mmol) in EA (4 mL). The mixture was stirred (RT, 16 h), filtered and concentrated under reduced pressure. The crude material was purified by chromatography on silica gel, eluting with EA-PE (1:3) to afford 2-hydroxy-N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)benzamide (100 mg, 73%) as a colorless oil. Mass calculated for C32H44N2O3=504.70. found: [M+H]+=505.5.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09139516B2
Quelldatensatzuspto-grants-2015_09
ORD IDord-74c6e57d7bf34854a266f0f449913e1b
Quellennotizuspto-grants-2015_09