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HRID 1026863作成日:2026年10月27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/1026863

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 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.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08729293B2
出典データセットuspto-grants-2014_05
ORD IDord-aa981063f82142e08f967ed5b8e5f7c5
出典メモuspto-grants-2014_05