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HRID 85373作成日:2026年10月26日

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/85373

反応式

関与物質

役割名称HCID仕込み量
反応物ImidazoleHCID 795—
反応物DicyclohexylcarbodiimideHCID 10868—
反応物Salicyloyl chlorideHCID 74041—
反応物(4Z,7Z,10Z,13Z,16Z,19Z)-N-(2-aminoethyl)-N-methyldocosa-4,7,10,13,16,19-hexaenamideHCID 59193341—
溶媒Ethyl AcetateHCID 8857—
生成物2-hydroxy-N-(2-((4Z,7Z,10Z,13Z,16Z,19Z)-N-methyldocosa-4,7,10,13,16,19-hexaenamido)ethyl)benzamideHCID 5919330173.4%

反応手順

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 EtOAc (4 mL) at 0° C. was added dropwise a solution of DCC (0.57 g, 0.27 mmol) in EtOAc (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 EtOAc-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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08846972B2
出典データセットuspto-grants-2014_09
ORD IDord-92226bb7292b4619b13279511c88b3aa
出典メモuspto-grants-2014_09